{"title":"2-Pyridylmetallocenes, Part IX.硫代 2-吡啶基二茂铁:合成及对 Pt(II) 和 Hg(II) 的反应活性。","authors":"Stefan Weigand, Karlheinz Sünkel","doi":"10.3390/molecules29204884","DOIUrl":null,"url":null,"abstract":"<p><p>Thio-substituted 2-pyridylferrocenes [CpFe{C<sub>5</sub>H<sub>3</sub>(X)(C<sub>5</sub>H<sub>4</sub>N)}] (X = SOTol, <b>3</b>; SMe, <b>5</b>) were prepared from [CpFe(C<sub>5</sub>H<sub>4</sub>R)] (R = SOTol, <b>1</b>; 2-C<sub>5</sub>H<sub>4</sub>N, <b>2</b>) in moderate yields. The reactions of <b>3</b> and <b>5</b> with [PtCl<sub>2</sub>(DMSO)<sub>2</sub>] yielded the binuclear N, S chelated complexes [CpFe{C<sub>5</sub>H<sub>3</sub>(X)(C<sub>5</sub>H<sub>4</sub>N)}-(к-N,S)-PtCl<sub>2</sub>] (X= SOTol, <b>4</b>, SMe, <b>6</b>), while the reaction of <b>5</b> with Hg(OAc)<sub>2</sub>/LiCl led to cyclomercuration with generation of [CpFe{C<sub>5</sub>H<sub>2</sub>(SMe)(C<sub>5</sub>H<sub>4</sub>N)(HgCl)}], <b>7</b>. The crystal structures of <b>6</b>·CH<sub>2</sub>Cl<sub>2</sub> and <b>7</b> were determined. The structure of <b>6</b> showed a weak intramolecular Fe…Pt interaction and several weak intermolecular interactions involving all Cl atoms. Weak intermolecular interactions between Hg and S atoms in the cyclomercurated <b>7</b> led to a tetrameric structure involving a Hg<sub>2</sub>S<sub>2</sub> ring.</p>","PeriodicalId":19041,"journal":{"name":"Molecules","volume":null,"pages":null},"PeriodicalIF":4.2000,"publicationDate":"2024-10-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11510587/pdf/","citationCount":"0","resultStr":"{\"title\":\"2-Pyridylmetallocenes, Part IX. Sulphur-Substituted 2-Pyridylferrocene: Synthesis and Reactivity towards Pt(II) and Hg(II).\",\"authors\":\"Stefan Weigand, Karlheinz Sünkel\",\"doi\":\"10.3390/molecules29204884\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>Thio-substituted 2-pyridylferrocenes [CpFe{C<sub>5</sub>H<sub>3</sub>(X)(C<sub>5</sub>H<sub>4</sub>N)}] (X = SOTol, <b>3</b>; SMe, <b>5</b>) were prepared from [CpFe(C<sub>5</sub>H<sub>4</sub>R)] (R = SOTol, <b>1</b>; 2-C<sub>5</sub>H<sub>4</sub>N, <b>2</b>) in moderate yields. The reactions of <b>3</b> and <b>5</b> with [PtCl<sub>2</sub>(DMSO)<sub>2</sub>] yielded the binuclear N, S chelated complexes [CpFe{C<sub>5</sub>H<sub>3</sub>(X)(C<sub>5</sub>H<sub>4</sub>N)}-(к-N,S)-PtCl<sub>2</sub>] (X= SOTol, <b>4</b>, SMe, <b>6</b>), while the reaction of <b>5</b> with Hg(OAc)<sub>2</sub>/LiCl led to cyclomercuration with generation of [CpFe{C<sub>5</sub>H<sub>2</sub>(SMe)(C<sub>5</sub>H<sub>4</sub>N)(HgCl)}], <b>7</b>. The crystal structures of <b>6</b>·CH<sub>2</sub>Cl<sub>2</sub> and <b>7</b> were determined. The structure of <b>6</b> showed a weak intramolecular Fe…Pt interaction and several weak intermolecular interactions involving all Cl atoms. Weak intermolecular interactions between Hg and S atoms in the cyclomercurated <b>7</b> led to a tetrameric structure involving a Hg<sub>2</sub>S<sub>2</sub> ring.</p>\",\"PeriodicalId\":19041,\"journal\":{\"name\":\"Molecules\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":4.2000,\"publicationDate\":\"2024-10-15\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11510587/pdf/\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Molecules\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.3390/molecules29204884\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"BIOCHEMISTRY & MOLECULAR BIOLOGY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Molecules","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.3390/molecules29204884","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
2-Pyridylmetallocenes, Part IX. Sulphur-Substituted 2-Pyridylferrocene: Synthesis and Reactivity towards Pt(II) and Hg(II).
Thio-substituted 2-pyridylferrocenes [CpFe{C5H3(X)(C5H4N)}] (X = SOTol, 3; SMe, 5) were prepared from [CpFe(C5H4R)] (R = SOTol, 1; 2-C5H4N, 2) in moderate yields. The reactions of 3 and 5 with [PtCl2(DMSO)2] yielded the binuclear N, S chelated complexes [CpFe{C5H3(X)(C5H4N)}-(к-N,S)-PtCl2] (X= SOTol, 4, SMe, 6), while the reaction of 5 with Hg(OAc)2/LiCl led to cyclomercuration with generation of [CpFe{C5H2(SMe)(C5H4N)(HgCl)}], 7. The crystal structures of 6·CH2Cl2 and 7 were determined. The structure of 6 showed a weak intramolecular Fe…Pt interaction and several weak intermolecular interactions involving all Cl atoms. Weak intermolecular interactions between Hg and S atoms in the cyclomercurated 7 led to a tetrameric structure involving a Hg2S2 ring.
期刊介绍:
Molecules (ISSN 1420-3049, CODEN: MOLEFW) is an open access journal of synthetic organic chemistry and natural product chemistry. All articles are peer-reviewed and published continously upon acceptance. Molecules is published by MDPI, Basel, Switzerland. Our aim is to encourage chemists to publish as much as possible their experimental detail, particularly synthetic procedures and characterization information. There is no restriction on the length of the experimental section. In addition, availability of compound samples is published and considered as important information. Authors are encouraged to register or deposit their chemical samples through the non-profit international organization Molecular Diversity Preservation International (MDPI). Molecules has been launched in 1996 to preserve and exploit molecular diversity of both, chemical information and chemical substances.