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一种源自BH硼正离子的硫代硼烷、其过硫化物及其锂引发的与炔烃和二氧化碳的反应。

A BH Borenium-Derived Thioxoborane, Its Persulfide, and Their Li-Induced Reactions with Alkynes and with Carbon Dioxide.

作者信息

Chen Chaohuang, Daniliuc Constantin G, Mück-Lichtenfeld Christian, Kehr Gerald, Erker Gerhard

机构信息

Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstraße 40, 48149 Münster, Germany.

出版信息

J Am Chem Soc. 2020 Nov 18;142(46):19763-19771. doi: 10.1021/jacs.0c10078. Epub 2020 Nov 9.

Abstract

Insertion of sulfur into the B-H bond of the BH borenium salt [IMes(CF)BH] followed by deprotonation gave the thioxoborane IMes(CF)B═S. Subsequent treatment with additional sulfur gave the corresponding boron persulfide, a NHC-stabilized boradithiirane. The B═S compound reacted with carbon dioxide in the presence of the lithium salt Li[B(CF)] by formal [2+2] cycloaddition to give a boron thiocarbonate-type product. The boron persulfide formally inserted phenyl acetylene into the B-S bond in the presence of Li[B(CF)] to give the respective five-membered heterocycle.

摘要

将硫插入硼鎓盐[IMes(CF)BH]的B-H键中,随后进行去质子化反应,得到硫代硼烷IMes(CF)B═S。用额外的硫进行后续处理,得到相应的过硫化硼,即一种NHC稳定的硼二硫杂环丙烷。在锂盐Li[B(CF)]存在下,B═S化合物通过正式的[2+2]环加成反应与二氧化碳反应,生成一种硫代碳酸硼酯型产物。在Li[B(CF)]存在下,过硫化硼将苯乙炔正式插入B-S键中,得到相应的五元杂环。

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