Andreas Orthaber, Elisabet Öberg, Reuben T Jane, Sascha Ott
{"title":"c -单乙基磷酸烯烃的替代合成及其结构。","authors":"Andreas Orthaber, Elisabet Öberg, Reuben T Jane, Sascha Ott","doi":"10.1002/zaac.201200324","DOIUrl":null,"url":null,"abstract":"<p><p>An alternative synthesis of <i>C</i>-monoacetylenic phosphaalkenes <i>trans</i>-Mes*P=C(Me)(C≡CR) (Mes* = 2, 4, 6-<sup>t</sup>Bu<sub>3</sub>Ph, R = Ph, SiMe<sub>3</sub>) from <i>C</i>-bromophosphaalkenes <i>cis</i>-Mes*P=C(Me)Br using standard Sonogashira coupling conditions is described. Crystallographic studies confirm <i>cis</i>-<i>trans</i> isomerization of the P=C double bond during Pd-catalyzed cross coupling, leading exclusively to <i>trans</i>-acetylenic phosphaalkenes. Crystallographic studies of all synthesized compounds reveal the extend of π-conjugation over the acetylene and P=C π-systems.</p>","PeriodicalId":54398,"journal":{"name":"Zeitschrift fur Anorganische und Allgemeine Chemie","volume":null,"pages":null},"PeriodicalIF":1.1000,"publicationDate":"2012-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1002/zaac.201200324","citationCount":"15","resultStr":"{\"title\":\"Alternative Synthesis and Structures of <i>C</i>-monoacetylenic Phosphaalkenes.\",\"authors\":\"Andreas Orthaber, Elisabet Öberg, Reuben T Jane, Sascha Ott\",\"doi\":\"10.1002/zaac.201200324\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>An alternative synthesis of <i>C</i>-monoacetylenic phosphaalkenes <i>trans</i>-Mes*P=C(Me)(C≡CR) (Mes* = 2, 4, 6-<sup>t</sup>Bu<sub>3</sub>Ph, R = Ph, SiMe<sub>3</sub>) from <i>C</i>-bromophosphaalkenes <i>cis</i>-Mes*P=C(Me)Br using standard Sonogashira coupling conditions is described. Crystallographic studies confirm <i>cis</i>-<i>trans</i> isomerization of the P=C double bond during Pd-catalyzed cross coupling, leading exclusively to <i>trans</i>-acetylenic phosphaalkenes. Crystallographic studies of all synthesized compounds reveal the extend of π-conjugation over the acetylene and P=C π-systems.</p>\",\"PeriodicalId\":54398,\"journal\":{\"name\":\"Zeitschrift fur Anorganische und Allgemeine Chemie\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":1.1000,\"publicationDate\":\"2012-11-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://sci-hub-pdf.com/10.1002/zaac.201200324\",\"citationCount\":\"15\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Zeitschrift fur Anorganische und Allgemeine Chemie\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1002/zaac.201200324\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2012/10/9 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"Q4\",\"JCRName\":\"CHEMISTRY, INORGANIC & NUCLEAR\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Zeitschrift fur Anorganische und Allgemeine Chemie","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1002/zaac.201200324","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2012/10/9 0:00:00","PubModel":"Epub","JCR":"Q4","JCRName":"CHEMISTRY, INORGANIC & NUCLEAR","Score":null,"Total":0}
Alternative Synthesis and Structures of C-monoacetylenic Phosphaalkenes.
An alternative synthesis of C-monoacetylenic phosphaalkenes trans-Mes*P=C(Me)(C≡CR) (Mes* = 2, 4, 6-tBu3Ph, R = Ph, SiMe3) from C-bromophosphaalkenes cis-Mes*P=C(Me)Br using standard Sonogashira coupling conditions is described. Crystallographic studies confirm cis-trans isomerization of the P=C double bond during Pd-catalyzed cross coupling, leading exclusively to trans-acetylenic phosphaalkenes. Crystallographic studies of all synthesized compounds reveal the extend of π-conjugation over the acetylene and P=C π-systems.
期刊介绍：
ZAAC is an international scientific journal which publishes original papers on new relevant research results from all areas of inorganic chemistry, solid state chemistry, and co-ordination chemistry.
The contributions reflect the latest findings in these research areas and serve the development of new materials, such as super-hard materials, electrical superconductors, or intermetallic compounds. Up-to-date physical methods for the characterization of new chemical compounds and materials are also described.
京公网安备 11010802042870号
京ICP备2023020795号-1
分享
求助内容：
应助结果提醒方式：
扫码关注我们
