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结构约束诱导三（-碳硼烷基）硼烷路易斯酸度增加及其与贝斯特曼叶立德的选择性络合

Structure-constraint induced increase in Lewis acidity of tris(-carboranyl)borane and selective complexation with Bestmann ylides.

作者信息

Xiang Libo, Wang Junyi, Matler Alexander, Ye Qing

机构信息

Institute for Inorganic Chemistry Julius-Maximilians-Universität Würzburg Am Hubland 97074 Würzburg Germany

Institute for Sustainable Chemistry & Catalysis with Boron Julius-Maximilians-Universität Würzburg Am Hubland 97074 Würzburg Germany.

出版信息

Chem Sci. 2024 Oct 4;15(43):17944-9. doi: 10.1039/d4sc06144f.

DOI:10.1039/d4sc06144f
PMID:39397822
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11465496/
Abstract

The Lewis acidity of tris(-carboranyl)borane has been slightly increased by mimicking the structural evolution from triarylborane to 9-aryl-9-borafluorene. The -carborane-based analogue (CBH)B(CBH), obtained salt elimination between LiCBH and (CBH)BBr, has been fully characterized. Gutmann-Beckett and computational fluoride/hydride ion affinity (FIA/HIA) studies have confirmed the increase in Lewis acidity, which is attributable to structural constraint imposed by the CC-coupling between two carboranyl groups. Selective complexation of (CBH)B(CBH) with Bestmann ylides RPCCO (R = Ph, Cy) has been achieved, enabling further conversion into the zwitterionic phospholium salt through NHC-catalyzed proton transfer.

摘要

通过模拟从三芳基硼烷到9-芳基-9-硼芴的结构演变，三（-碳硼烷基）硼烷的路易斯酸性略有增加。通过LiCBH与（CBH）BBr之间的盐消除反应得到的基于-碳硼烷的类似物（CBH）B（CBH）已得到充分表征。古特曼-贝克特以及计算氟化物/氢化物离子亲和力（FIA/HIA）研究证实了路易斯酸性的增加，这归因于两个碳硼烷基团之间CC偶联所施加的结构限制。已实现（CBH）B（CBH）与贝斯德曼叶立德RPCCO（R = Ph，Cy）的选择性络合，能够通过NHC催化的质子转移进一步转化为两性离子鏻盐。

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