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首页> 外文期刊>Dalton transactions: An international journal of inorganic chemistry >Diverse reactivity of an isolable dialkylsilylene toward imines
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Diverse reactivity of an isolable dialkylsilylene toward imines

机译：可分离的二烷基亚甲硅烷基对亚胺的多样反应性

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The reactions of isolable dialkylsilylene 10 with various aldimines proceed smoothly at low temperatures to give diverse products depending on the substituents on the imine. The reactions of 10 with 4-XC_6H_4CHNPh [X = H (11a), MeO (11b), and Cl (11c)] give the corresponding silaaziridines 12a~(-1)2c in high yields, which are thermally very stable and remain intact in the air and moisture for a long time. In contrast, the reactions of 10 with 4-F_3CC_6H_4CHNPh (11d) and 3,5-(F_3C)_2C_6H_3CHNPh (11e) having strong electron-withdrawing aryl substituents on imine carbon are accompanied by 1,2-trimethylsilyl migration rather unexpectedly to give silaazetidines 13d~(-1)3e incorporated into a bicyclo[3.2.0]heptane ring. The reaction of 10 with N-benzylbenzaldimine 11f affords the corresponding (dibenzylamino)silane 14f in a moderate yield. Molecular structures of 12a~(-1)2c, 13d~(-1)3e and 14f were determined by X-ray crystallography. All these reactions are proposed to occur via the initial formation of the corresponding imine silaylides, while the subsequent reactions leading to the final products are controlled by the electronic structure of the ylide depending on the substituents. N-Phenylbenzophenimine 11g does not react with 10.
机译：可分离的二烷基亚甲硅烷基10与各种亚胺的反应在低温下平稳进行，从而根据亚胺上的取代基得到各种产物。 10与4-XC_6H_4CHNPh [X = H（11a），MeO（11b）和Cl（11c）]的反应以高收率得到相应的硅氮丙啶12a〜（-1）2c，其热非常稳定且保持完整在空气中长时间潮湿。相反，在亚胺碳上具有强吸电子芳基取代基的4-F_3CC_6H_4CHNPh（11d）和3,5-（F_3C）_2C_6H_3CHNPh（11e）与10的反应伴随有1,2-三甲基甲硅烷基的迁移，而出乎意料地产生了硅氮杂环丁烷并入双环[3.2.0]庚烷环的13d〜（-1）3e。 10与N-苄基苯甲亚胺11f的反应以中等收率得到相应的（二苄基氨基）硅烷14f。通过X射线晶体学测定了12a〜（-1）2c，13d〜（-1）3e和14f的分子结构。提出所有这些反应都是通过相应亚胺基甲硅烷基化物的初步形成而发生的，而导致最终产物的后续反应则取决于取代基，由内鎓盐的电子结构控制。 N-苯基苯甲亚胺11g与10不反应。

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