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Understanding the Mechanism and Selectivities of the Reaction of Meta-Chloroperbenzoic Acid and Dibromocarbene with β-Himachalene: A DFT Study 间氯过苯甲酸与二溴卡宾与β-喜马偕烯反应的机理及选择性研究
IF 1.1 4区 化学
Heteroatom Chemistry Pub Date : 2020-09-18 DOI: 10.1155/2020/8885991
Sana El Hamidi, Malika Khnifira, El Mokhtar Lemdek, Redouan Hammal, Noureddine Barka, M’hamed Sadiq, Ahmed Benharref, Ahmed Chekroun, Hssaine Zgou, Mohamed Abdennouri
{"title":"Understanding the Mechanism and Selectivities of the Reaction of Meta-Chloroperbenzoic Acid and Dibromocarbene with β-Himachalene: A DFT Study","authors":"Sana El Hamidi,&nbsp;Malika Khnifira,&nbsp;El Mokhtar Lemdek,&nbsp;Redouan Hammal,&nbsp;Noureddine Barka,&nbsp;M’hamed Sadiq,&nbsp;Ahmed Benharref,&nbsp;Ahmed Chekroun,&nbsp;Hssaine Zgou,&nbsp;Mohamed Abdennouri","doi":"10.1155/2020/8885991","DOIUrl":"10.1155/2020/8885991","url":null,"abstract":"<div>\u0000 <p>This study was performed to understand the site selectivity in the reaction between <i>β</i>-himachalene and meta-chloroperbenzoic acid (m-CPBA) in the first step followed by the addition of dibromocarbene (CBr<sub>2</sub>) to the main monoepoxidation product P<sub><i>α</i></sub> formed in the first reaction. Calculations were performed using the Becke three-parameter hybrid exchange functional and the Lee–Yang–Parr correlation functional (B3LYP) with the 6-311 + G (d, p) basis set. Transition states were located by QST2, and their highlighting was validated by the existence of only one imaginary frequency in the Hessian matrix. The action of m-CPBA on <i>β</i>-himachalene was analyzed on the two double bonds of <i>β</i>-himachalene whose theoretical calculations show that the attack affects the most substituted double bond on <i>α</i> side containing hydrogen of ring junction. The obtained P<sub><i>α</i></sub> product thereafter treated with dibromocarbene leads via an exothermic reaction to the six-membered ring double bond position of <i>α</i>-monoepoxide. The major products P<sub><i>αα</i></sub> are kinetically and thermodynamically favored with a high stereoselectivity in perfect correlation with the experimental observations.</p>\u0000 </div>","PeriodicalId":12816,"journal":{"name":"Heteroatom Chemistry","volume":"2020 1","pages":""},"PeriodicalIF":1.1,"publicationDate":"2020-09-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1155/2020/8885991","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"44945253","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synthesis of Some Novel Fluorinated/Nonfluorinated α-Amino Acids, Bearing 3-Thioxo-5-oxo-1,2,4-triazin-6-yl and Steroidal Moieties, and Evaluation of Their Amylolytic Effects against Some Fungi, Part-II 含3-硫氧基-5-氧代-1,2,4-三嗪-6-基和甾体结构的新型含氟/非氟α-氨基酸的合成及其对某些真菌的淀粉酶活性评价（Ⅱ）
IF 1.1 4区 化学
Heteroatom Chemistry Pub Date : 2020-07-23 DOI: 10.1155/2020/9645949
Reda M. Abdel-Rahman, Wafa A. Bawazir
{"title":"Synthesis of Some Novel Fluorinated/Nonfluorinated α-Amino Acids, Bearing 3-Thioxo-5-oxo-1,2,4-triazin-6-yl and Steroidal Moieties, and Evaluation of Their Amylolytic Effects against Some Fungi, Part-II","authors":"Reda M. Abdel-Rahman,&nbsp;Wafa A. Bawazir","doi":"10.1155/2020/9645949","DOIUrl":"10.1155/2020/9645949","url":null,"abstract":"<div>\u0000 <p>Some new fluorinated/nonfluorinated <i>α</i>-amino acids bearing 3-thioxo-5-oxo-1,2,4-triazin-6-yl and steroidal moieties have been obtained from condensation of the corresponding amino-triazinones with the steroid (Epiandrosterone). This was followed by the addition of HCN and, finally, acidic hydrolysis. The structure of the targets was established from their elemental analysis and spectral data. The amylolytic activity of the new products was evaluated against some fungi.</p>\u0000 </div>","PeriodicalId":12816,"journal":{"name":"Heteroatom Chemistry","volume":"2020 1","pages":""},"PeriodicalIF":1.1,"publicationDate":"2020-07-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1155/2020/9645949","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"44166680","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synthesis of Organic Ligands via Reactions of 4-Benzoyl-5-phenylamino-2,3-dihydrothiophene-2,3-dione with N-Nucleophiles 4-苯甲酰-5-苯基氨基-2,3-二氢噻吩-2,3-二酮与n -亲核试剂反应合成有机配体
IF 1.1 4区 化学
Heteroatom Chemistry Pub Date : 2020-07-08 DOI: 10.1155/2020/5945796
Hassan Kabirifard, Pardis Hafez Taghva, Hossein Teimouri, Niloofar Koosheshi, Parastoo Javadpour, Hanieh Bagherinejad, Soheila Seyfi, Maryam Hossein Roodbari, Elaheh Golabian
{"title":"Synthesis of Organic Ligands via Reactions of 4-Benzoyl-5-phenylamino-2,3-dihydrothiophene-2,3-dione with N-Nucleophiles","authors":"Hassan Kabirifard,&nbsp;Pardis Hafez Taghva,&nbsp;Hossein Teimouri,&nbsp;Niloofar Koosheshi,&nbsp;Parastoo Javadpour,&nbsp;Hanieh Bagherinejad,&nbsp;Soheila Seyfi,&nbsp;Maryam Hossein Roodbari,&nbsp;Elaheh Golabian","doi":"10.1155/2020/5945796","DOIUrl":"10.1155/2020/5945796","url":null,"abstract":"<div>\u0000 <p>The reaction of 4-benzoyl-5-phenylamino-2,3-dihydrothiophene-2,3-dione (<b>1</b>) with aminoheteroaryls, lamotrigine, 1,3-diaminoheteroaryls, dapsone, NH<sub>2</sub>R (hydroxylamine, <i>DL</i>-1-phenylethylamine, and metformin), and 4,4′-bipyridine in THF/H<sub>2</sub>O (1 : 1) at room temperature led to 3-<i>N</i>-phenylthiocarbamoyl-2-butenamides <b>2</b>–<b>5</b>, while that with naphthylamines and 1,3-phenylenediamine in ethanol at high temperature led to 5-phenylamino-2,5-dihydrothiophene-2-ones <b>6</b>–<b>8</b> as organic ligands in the medium to good yields. These showed the nucleophilic attacks of <i>N</i>-nucleophiles, except primary aromatic amines, on thioester carboxyl group (C-2) of thiophene-2,3-dione ring <b>1</b>. However, the nucleophilic attacks of primary aromatic amines on the carbonyl group (C-3) of thiophene-2,3-dione <b>1</b> occurred in the form of substituted thiophenes.</p>\u0000 </div>","PeriodicalId":12816,"journal":{"name":"Heteroatom Chemistry","volume":"2020 1","pages":""},"PeriodicalIF":1.1,"publicationDate":"2020-07-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1155/2020/5945796","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"43281428","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Efficient ZrO(NO3)2.2H2O Catalyzed Synthesis of 1H-Indazolo[1,2-b] phthalazine-1,6,11(13H)-triones and Electronic Properties Analyses, Vibrational Frequencies, NMR Chemical Shift Analysis, MEP: A DFT Study 高效ZrO（NO3）2.2H2O催化合成1H-吲唑并[1，2-b]邻苯二甲嗪-1,6,11（13H）-三酮及其电子性质分析、振动频率、NMR化学位移分析、MEP：DFT研究
IF 1.1 4区 化学
Heteroatom Chemistry Pub Date : 2020-03-01 DOI: 10.1155/2020/9483520
Forozan Piryaei, Nahid Shajari, Hooriye Yahyaei
{"title":"Efficient ZrO(NO3)2.2H2O Catalyzed Synthesis of 1H-Indazolo[1,2-b] phthalazine-1,6,11(13H)-triones and Electronic Properties Analyses, Vibrational Frequencies, NMR Chemical Shift Analysis, MEP: A DFT Study","authors":"Forozan Piryaei,&nbsp;Nahid Shajari,&nbsp;Hooriye Yahyaei","doi":"10.1155/2020/9483520","DOIUrl":"10.1155/2020/9483520","url":null,"abstract":"<div>\u0000 <p>The synthesis of 1<i>H</i>-indazolo[1,2-<i>b</i>]phthalazine-1,6,11(13<i>H</i>)-trione derivatives, using one-pot three-component condensation reaction of 3-nitrophthalic anhydride, hydrazine monohydrate, dimedone, and aromatic aldehydes in the presence of ZrO(NO<sub>3</sub>)<sub>2</sub>.2H<sub>2</sub>O as the novel catalyst and in reflux conditions in EtOH was reported. Quantum theoretical calculations for three structures of compounds (<b>5a</b>, <b>5b</b>, and <b>5c</b>) were performed using the Hartree–Fock (HF) and density functional theory (DFT). From the optimized structure, geometric parameters were obtained and experimental measurements were compared with the calculated data. The structures of the products were confirmed by IR, <sup>1</sup>H NMR, <sup>13</sup>C NMR, mass spectra, and elemental analyses. The IR spectra data and <sup>1</sup>H NMR and <sup>13</sup>C NMR chemical shift computations of the 1<i>H</i>-indazolo[1,2-<i>b</i>]phthalazine-1,6,11(13<i>H</i>)-trione derivatives in the ground state were calculated. Frontier molecular orbitals (FMOs), total density of states (DOS), thermodynamic parameters, and molecular electrostatic potential (MEP) of the title compounds were investigated by theoretical calculations. Molecular properties such as the ionization potential (I), electron affinity (A), chemical hardness (<i>η</i>), electronic chemical potential (<i>µ</i>), and electrophilicity (<i>ω</i>) were investigated for the structures. Thus, there was an excellent agreement between experimental and theoretical results.</p>\u0000 </div>","PeriodicalId":12816,"journal":{"name":"Heteroatom Chemistry","volume":"2020 1","pages":""},"PeriodicalIF":1.1,"publicationDate":"2020-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1155/2020/9483520","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"46033055","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Dichlorophosphoranides Stabilized by Formamidinium Substituents 甲脒取代基稳定的二氯磷
IF 1.1 4区 化学
Heteroatom Chemistry Pub Date : 2020-02-13 DOI: 10.1155/2020/9856235
Anatoliy Marchenko, Georgyi Koidan, Anastasiya Hurieva, Eduard Rusanov, Alexander B. Rozhenko, Aleksandr Kostyuk
{"title":"Dichlorophosphoranides Stabilized by Formamidinium Substituents","authors":"Anatoliy Marchenko,&nbsp;Georgyi Koidan,&nbsp;Anastasiya Hurieva,&nbsp;Eduard Rusanov,&nbsp;Alexander B. Rozhenko,&nbsp;Aleksandr Kostyuk","doi":"10.1155/2020/9856235","DOIUrl":"10.1155/2020/9856235","url":null,"abstract":"<div>\u0000 <p>Dichlorophosphoranides featuring <i>N</i>,<i>N</i>-dimethyl-<i>N</i>′-arylformamidine substituents were isolated as individual compounds. Dichlorophosphoranide <b>9</b> was prepared by the multicomponent reaction of <i>C</i>-trimethylsilyl-<i>N</i>,<i>N</i>-dimethyl-<i>N</i>′-phenylformamidine and <i>N</i>,<i>N</i>-dimethyl-<i>N</i>′-phenylformamidine with phosphorus trichloride. Its molecular structure derived from a single-crystal X-ray diffraction was compared to the analogous dibromophosphoranide prepared previously by us by the reaction of phosphorus tribromide with <i>N</i>,<i>N</i>-dimethyl-<i>N</i>′-phenylformamidine. It was shown that a chlorophosphine featuring two <i>N</i>,<i>N</i>-dimethyl-<i>N</i>′-mesitylformamidine substituents reacted with hydrogen chloride to form dichlorophosphoranide <b>11</b>. Its molecular structure was also determined by X-ray analysis and compared with that of closely related dichlorophosphoranide <b>C</b>.</p>\u0000 </div>","PeriodicalId":12816,"journal":{"name":"Heteroatom Chemistry","volume":"2020 1","pages":""},"PeriodicalIF":1.1,"publicationDate":"2020-02-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1155/2020/9856235","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"43883904","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synthesis of New Oxindoles and Determination of Their Antibacterial Properties 新型环氧化合物的合成及其抗菌性能的测定
IF 1.1 4区 化学
Heteroatom Chemistry Pub Date : 2020-02-08 DOI: 10.1155/2020/8021920
Pablo E. Romo, Braulio Insuasty, Rodrigo Abonia, María del Pilar Crespo, Jairo Quiroga
{"title":"Synthesis of New Oxindoles and Determination of Their Antibacterial Properties","authors":"Pablo E. Romo,&nbsp;Braulio Insuasty,&nbsp;Rodrigo Abonia,&nbsp;María del Pilar Crespo,&nbsp;Jairo Quiroga","doi":"10.1155/2020/8021920","DOIUrl":"10.1155/2020/8021920","url":null,"abstract":"<div>\u0000 <p>A versatile method for the synthesis of new oxindoles was developed by the reaction between substituted isatins and 5-aminopyrazoles. The reaction was carried out at room temperature in ethanol using <i>p</i>-toluenesulfonic acid as the catalyst. The products were obtained with acceptable to excellent yields (44–96%). Structures of the new compounds were unambiguously established by spectroscopic and analytical techniques. The antibacterial activity was determined by microdilution assays. Compounds <b>3b</b>, <b>3e,</b> and <b>3g</b> showed antistaphylococcal activity, particularly compound <b>3e</b> displayed a potent activity against the vancomycin intermediate <i>Staphylococcus aureus</i> (VISA). Compounds <b>3i</b>, <b>3j,</b> and <b>3o</b> inhibited <i>Neisseria gonorrhoeae</i> growth.</p>\u0000 </div>","PeriodicalId":12816,"journal":{"name":"Heteroatom Chemistry","volume":"2020 1","pages":""},"PeriodicalIF":1.1,"publicationDate":"2020-02-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1155/2020/8021920","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"47301794","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
10H-Pyrazino[2,3-b][1,4]benzotellurazine, a Novel Tellurium-Containing Heterocyclic System 10h -吡嗪[2,3-b][1,4]苯并特拉嗪一种新型含碲杂环体系
IF 1.1 4区 化学
Heteroatom Chemistry Pub Date : 2020-01-11 DOI: 10.1155/2020/1765950
Diamond S. Smith, Dallas N. Alexis, Frank R. Fronczek, Thomas Junk
{"title":"10H-Pyrazino[2,3-b][1,4]benzotellurazine, a Novel Tellurium-Containing Heterocyclic System","authors":"Diamond S. Smith,&nbsp;Dallas N. Alexis,&nbsp;Frank R. Fronczek,&nbsp;Thomas Junk","doi":"10.1155/2020/1765950","DOIUrl":"10.1155/2020/1765950","url":null,"abstract":"<div>\u0000 <p>Condensation of 2,3-dichloropyrazine with 2-aminobenzenetellurole and 2-amino-5-methylbenzenetellurole, generated <i>in situ</i> by reduction of the corresponding ditellurides, resulted in the formation of novel 10<i>H</i>-pyrazino[2,3-b][1,4]benzotellurazine and its 7-methyl derivative. The products were purified <i>via</i> their well-crystallized 5,5-dibromo derivatives. X-ray crystallographic analysis of the title compound indicates that it has a pronounced V-shape and forms hydrogen-bonded dimers. Te, N-containing heterocycles have the potential of offering access to supramolecular assemblies.</p>\u0000 </div>","PeriodicalId":12816,"journal":{"name":"Heteroatom Chemistry","volume":"2020 1","pages":""},"PeriodicalIF":1.1,"publicationDate":"2020-01-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1155/2020/1765950","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"46054916","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
2-Oxiranyl-pyridines: Synthesis and Regioselective Epoxide Ring Openings with Chiral Amines as a Route to Chiral Ligands 2-氧酰吡啶:手性胺环氧环开孔的合成和区域选择性
IF 1.1 4区 化学
Heteroatom Chemistry Pub Date : 2019-10-09 DOI: 10.1155/2019/2381208
Marzena Wosińska-Hrydczuk, Jacek Skarżewski
{"title":"2-Oxiranyl-pyridines: Synthesis and Regioselective Epoxide Ring Openings with Chiral Amines as a Route to Chiral Ligands","authors":"Marzena Wosińska-Hrydczuk,&nbsp;Jacek Skarżewski","doi":"10.1155/2019/2381208","DOIUrl":"10.1155/2019/2381208","url":null,"abstract":"<div>\u0000 <p>New epoxides, derivatives of pyridine, 2,2′-bipyridine, and 1,10-phenanthroline, were synthesized from the respective <i>α</i>-methylazaarenes. The obtained racemic 2-oxiranyl-azaarenes along with styrene oxide and trans-stilbene oxide were submitted to the ring opening with chiral primary amines as a chiral auxiliary. The most effective reaction was run in the presence of Sc(OTf)<sub>3</sub>/diisopropylethylamine for 7 days at 80°C, affording a good yield of the amino alcohols. Except for styrene oxide which gave both <i>α</i>- and <i>β</i>-amino alcohols, the reactions led regioselectively to the corresponding diastereomeric <i>β</i>-amino alcohols. The resulting diastereomers were separated, and the configurations of their stereogenic centers were established. The obtained enantiomerically pure 2-pyridinyl- and 6-(2,2′-bipyridinyl)-<i>β</i>-amino alcohols were tentatively tested as chiral ligands in the zinc-catalyzed aldol reaction.</p>\u0000 </div>","PeriodicalId":12816,"journal":{"name":"Heteroatom Chemistry","volume":"2019 1","pages":""},"PeriodicalIF":1.1,"publicationDate":"2019-10-09","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1155/2019/2381208","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"41930230","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Synthesis of Some New 1,2,4-Triazine and 1,2,5-Oxadiazine Derivatives with Antimicrobial Activity 具有抗菌活性的1,2,4-三嗪和1,2,5-恶二嗪新衍生物的合成
IF 1.1 4区 化学
Heteroatom Chemistry Pub Date : 2019-09-25 DOI: 10.1155/2019/2326514
Heba E. Hashem, Ahmed M. Abo-Bakr
{"title":"Synthesis of Some New 1,2,4-Triazine and 1,2,5-Oxadiazine Derivatives with Antimicrobial Activity","authors":"Heba E. Hashem,&nbsp;Ahmed M. Abo-Bakr","doi":"10.1155/2019/2326514","DOIUrl":"10.1155/2019/2326514","url":null,"abstract":"<div>\u0000 <p>1,2,4-Triazine and 1,2,5-oxadiazine derivatives <b>2–12</b> were obtained from treated 1,3-oxazolone (<b>1</b>) with phenyl hydrazine or hydroxylamine hydrochloride. Chlorotriazine derivative <b>3</b> undergoing condensation reactions with different reagents produced new fused tetrazolo-triazine and triazino-quinazolinone derivatives. 1,2,5-Oxadiazine has been used as a synthon for the fused pyrazolo-oxadiazine derivative. The constitution of the prepared compounds was built up based on microanalytical and spectral data. Some of the new compounds were assessed for their antimicrobial activity.</p>\u0000 </div>","PeriodicalId":12816,"journal":{"name":"Heteroatom Chemistry","volume":"2019 1","pages":""},"PeriodicalIF":1.1,"publicationDate":"2019-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1155/2019/2326514","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"44706302","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
Cyclopentadienyl Ruthenium(II) Complex-Mediated Oxidation of Benzylic and Allylic Alcohols to Corresponding Aldehydes 环戊二烯基钌(II)配合物介导的苯和烯丙醇氧化生成相应醛的反应
IF 1.1 4区 化学
Heteroatom Chemistry Pub Date : 2019-08-18 DOI: 10.1155/2019/5053702
Ching-Yuh Chern, Ching-Chun Tseng, Rong-Hong Hsiao, Fung Fuh Wong, Yueh-Hsiung Kuo
{"title":"Cyclopentadienyl Ruthenium(II) Complex-Mediated Oxidation of Benzylic and Allylic Alcohols to Corresponding Aldehydes","authors":"Ching-Yuh Chern,&nbsp;Ching-Chun Tseng,&nbsp;Rong-Hong Hsiao,&nbsp;Fung Fuh Wong,&nbsp;Yueh-Hsiung Kuo","doi":"10.1155/2019/5053702","DOIUrl":"10.1155/2019/5053702","url":null,"abstract":"<div>\u0000 <p>This work reports an efficient method for the oxidation reaction of aliphatic, aromatic allylic, and benzylic alcohols into aldehydes catalyzed by the cyclopentadienyl ruthenium(II) complex (RuCpCl(PPh<sub>3</sub>)<sub>2</sub>) with bubbled O<sub>2</sub>. Through further optimizing controlled studies, the tendency order of oxidation reactivity was determined as follows: benzylic alcohols &gt; aromatic allylic alcohols &gt;&gt; aliphatic alcohols. In addition, this method has several advantages, including a small amount of catalyst (0.5 mol%) and selective application of high discrimination activity of aliphatic, aromatic allylic, and benzylic alcohols.</p>\u0000 </div>","PeriodicalId":12816,"journal":{"name":"Heteroatom Chemistry","volume":"2019 1","pages":""},"PeriodicalIF":1.1,"publicationDate":"2019-08-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1155/2019/5053702","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"48018452","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
引用次数: 0
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