{"title":"Recent advances in carboxyl-directed dimerizations and cascade annulations <i>via</i> C-H activations.","authors":"Wan-Di Li, Juan Fan, Chao-Jun Li, Xian-Ying Shi","doi":"10.1039/d4cc06722c","DOIUrl":"https://doi.org/10.1039/d4cc06722c","url":null,"abstract":"<p><p>C-H functionalization provides an efficient route to construct complex organic molecules. The introduction of directing groups enhances the site-selectivity of the reaction. Carboxyl as a directing group can be easily transformed into other functional groups afterwards. Due to its good reactivity, it can undergo cascade annulation reactions to build valuable heterocycle skeletons in one pot. Moreover, carboxyl can easily be removed <i>via</i> decarboxylation, which allows it to serve as a unique traceless directing group in C-H functionalization. These characteristics make carboxyl a promising directing group, which is superior to nitrogen-containing compounds with strong coordination ability to a certain extent. This feature article reviews the applications of carboxyl as a classical directing group and a unique traceless-directing group in cascade annulation reactions to access diverse carbocycles and heterocycles.</p>","PeriodicalId":67,"journal":{"name":"Chemical Communications","volume":" ","pages":""},"PeriodicalIF":4.3,"publicationDate":"2025-02-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143404932","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Heptene end-capped Thiele hydrocarbons with tunable configuration and emission and on-surface transformation <i>via</i> annulation.","authors":"Yilin Shu, Jianmin Huang, Junfang Yang, Zhichun Shangguan, Junlong Ma, Cheng Li, Guanxin Zhang, Qian Peng, Xi-Sha Zhang, Qitang Fan, Bing Wang, Deqing Zhang","doi":"10.1039/d5cc00053j","DOIUrl":"https://doi.org/10.1039/d5cc00053j","url":null,"abstract":"<p><p>We report a <i>para</i>-quinodimethane skeleton (<i>p</i>-QDM)-based polycyclic aromatic hydrocarbon (PAH) with heptenes as end-capping groups and F-substituents in the central six-membered ring. This compound shows the <i>syn</i>-configuration in one crystal form with relative strong emission (<i>Φ</i><sub>F</sub> = 0.25), and the <i>anti</i>-configuration in another crystal form with weak emission. Furthermore, this compound was transformed into the more annulated PAHs <i>via</i> on-surface C-F bond activations.</p>","PeriodicalId":67,"journal":{"name":"Chemical Communications","volume":" ","pages":""},"PeriodicalIF":4.3,"publicationDate":"2025-02-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143404929","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Visible light-induced photoisomerization of indole-oxindole constructs: molecular disassembly and ROS-mediated apoptosis.","authors":"Kartikay Tyagi, Tejal Dixit, V Venkatesh","doi":"10.1039/d4cc06624c","DOIUrl":"https://doi.org/10.1039/d4cc06624c","url":null,"abstract":"<p><p>Indole-oxindole constructs (IOCs) have been formulated, showcasing their potential of light mediated photoisomerization. The unusual intramolecular hydrogen bonding interaction present in IOCs facilitates the exclusive synthesis of <i>Z</i>-isomers. IOC-4-<i>Z</i> stands out with its excellent photophysical characteristics due to its aggregation-induced emission (AIE) features. Upon blue light irradiation, it undergoes molecular disassembly and produces ROS to exhibit a chemo-phototherapeutic effect.</p>","PeriodicalId":67,"journal":{"name":"Chemical Communications","volume":" ","pages":""},"PeriodicalIF":4.3,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143397617","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Bhaswati Ghosh, Charles Enlow, Zhichen Ma, Ashley N Warden, Abram J Axelrod
{"title":"Isothiourea - catalyzed α-selective glycosylations.","authors":"Bhaswati Ghosh, Charles Enlow, Zhichen Ma, Ashley N Warden, Abram J Axelrod","doi":"10.1039/d4cc05456c","DOIUrl":"https://doi.org/10.1039/d4cc05456c","url":null,"abstract":"<p><p>Herein, we present a catalytic strategy to efficiently form both α-1,2-<i>cis</i> and α-1,2-<i>trans</i> glycosyl linkages from either glycosyl bromide or chloride donors using the commercially available HyperBTM isothiourea in both good yields and selectivities.</p>","PeriodicalId":67,"journal":{"name":"Chemical Communications","volume":" ","pages":""},"PeriodicalIF":4.3,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143397531","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Yutong Liu, Henry L Cater, Elizabeth A Recker, Zachariah A Page
{"title":"Relating norbornene composition-to-reactivity for thiol-ene photopolymerizations and 3D printing.","authors":"Yutong Liu, Henry L Cater, Elizabeth A Recker, Zachariah A Page","doi":"10.1039/d4cc06196a","DOIUrl":"https://doi.org/10.1039/d4cc06196a","url":null,"abstract":"<p><p>Structure-reactivity relationships for an array of norbornene derivatives in light-initiated thiol-ene reactions were unveiled using real-time Fourier-transform infrared (FTIR) spectroscopy. Guided by these results, poly(<i>N</i>-hydroxyethyl acrylamide) was functionalized with <i>exo</i>-norborneneimide and used in digital light processing (DLP) 3D printing of biomimetic hydrogels.</p>","PeriodicalId":67,"journal":{"name":"Chemical Communications","volume":" ","pages":""},"PeriodicalIF":4.3,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143397537","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Shunan Xu, Qingyao Liu, Yuanhui Wang, Zhihao Ji, Zhengshuai Lian, Hongzi Tan, Jin Zhou, Chuan Wang
{"title":"Template-based synthesis of novel polymeric colloidal photonic crystals.","authors":"Shunan Xu, Qingyao Liu, Yuanhui Wang, Zhihao Ji, Zhengshuai Lian, Hongzi Tan, Jin Zhou, Chuan Wang","doi":"10.1039/d4cc06754a","DOIUrl":"https://doi.org/10.1039/d4cc06754a","url":null,"abstract":"<p><p>Here, we devise a universal method for preparing colloidal photonic crystals (CPCs) composed of novel building blocks, using inverse opal materials as templates. This method not only enables the preparation of three-dimensional (3D) CPCs composed of hard sphere building blocks, but also, facilitates the creation of two-dimensional(2D) CPCs composed of chitosan and 3D CPCs composed of polydimethylsiloxane(PDMS) elastic soft spheres.</p>","PeriodicalId":67,"journal":{"name":"Chemical Communications","volume":" ","pages":""},"PeriodicalIF":4.3,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143397616","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Elena F Bazarkina, Kimberly V Lau, Anthony Chappaz, Evgeny Bastrakov, Barbara Etschmann, Joël Brugger, Madeline Marshall, Frances M Meyer, Christopher J Boreham, Lucia Amidani, Kristina O Kvashnina
{"title":"Advanced 2D XRF imaging of uranium oxidation states using HERFD at the U M<sub>4</sub> edge.","authors":"Elena F Bazarkina, Kimberly V Lau, Anthony Chappaz, Evgeny Bastrakov, Barbara Etschmann, Joël Brugger, Madeline Marshall, Frances M Meyer, Christopher J Boreham, Lucia Amidani, Kristina O Kvashnina","doi":"10.1039/d4cc06211f","DOIUrl":"10.1039/d4cc06211f","url":null,"abstract":"<p><p>Uranium is found in various types of rocks. HERFD-XRF imaging at the U M<sub>4</sub> edge is a novel non-destructive technique that visualizes the distribution of U(IV), (V), and (VI) oxidation states at concentration levels ranging from ppm to wt%, offering unprecedented insights into uranium habitat and valence.</p>","PeriodicalId":67,"journal":{"name":"Chemical Communications","volume":" ","pages":""},"PeriodicalIF":4.3,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11816045/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143397529","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Shashank Singh, Arindam Kundu, Claire Empel, René Michael Koenigs, Ravi P Singh
{"title":"A radical approach towards polarity-reversed <i>para</i>-substitution of electron-deficient arenes.","authors":"Shashank Singh, Arindam Kundu, Claire Empel, René Michael Koenigs, Ravi P Singh","doi":"10.1039/d4cc04914d","DOIUrl":"https://doi.org/10.1039/d4cc04914d","url":null,"abstract":"<p><p>We have developed a protocol for polarity-reversed <i>para</i>-substitution of electron-deficient arenes. In order to achieve desired reactivity and selectivity for a broad range of substrates, the dual pronged strategy is essential. Furthermore, this approach has also shown promise in perfluoroalkylation of arenes. Control experiments and computational studies provide a mechanistic insight for the observed selectivity. The potential for drug design synthesis has been showcased by this economical and ecofriendly method that provides access to a variety of building blocks.</p>","PeriodicalId":67,"journal":{"name":"Chemical Communications","volume":" ","pages":""},"PeriodicalIF":4.3,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143397526","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Revealing the role of intrinsic point defects in the stability of halide double perovskite Cs<sub>2</sub>AgBiBr<sub>6</sub>.","authors":"Il-Chol Ri, Chun-Son Ri, Song-Hyon Yu, Son-Hyok Jo, Song-Hyok Choe, Chol-Jun Yu","doi":"10.1039/d4cc05961a","DOIUrl":"https://doi.org/10.1039/d4cc05961a","url":null,"abstract":"<p><p>An <i>ab initio</i> study of halide double perovskite (HDP) Cs<sub>2</sub>AgBiBr<sub>6</sub> is presented. The antisites Br-2Cs and Bi+2Cs are found to be dominant acceptor- and donor-type defects, while the Bi<sub>Cs</sub> defect exhibits a deep transition level to form electron traps and Br migration has the lowest activation barrier. Our work provides a fundamental understanding of defect physics and chemistry in HDPs, highlighting that the Br-rich condition is preferable for improving the photovoltaic performance and chemical stability.</p>","PeriodicalId":67,"journal":{"name":"Chemical Communications","volume":" ","pages":""},"PeriodicalIF":4.3,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143397558","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Shunsuke Sato, Barun Dhara, Dan He, Daigo Miyajima, Go Watanabe
{"title":"Molecular dynamics simulation to predict assembly structures of bowl-shaped π-conjugated molecules.","authors":"Shunsuke Sato, Barun Dhara, Dan He, Daigo Miyajima, Go Watanabe","doi":"10.1039/d4cc06482h","DOIUrl":"https://doi.org/10.1039/d4cc06482h","url":null,"abstract":"<p><p>The proposed computational method using molecular dynamics simulation investigating the structural stability and dynamics of the molecular assembly could predict bulk crystal structures for the rationally designed bowl-shaped π-conjugated molecules. In addition, the process of the formation of the columnar assemblies was reproduced by our simulated annealing simulation.</p>","PeriodicalId":67,"journal":{"name":"Chemical Communications","volume":" ","pages":""},"PeriodicalIF":4.3,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143397534","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}