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建模芳基-硼烷基本接触:硼烷路易斯酸与芳环π 体系相互作用驱动二溴硼翁阳离子的自发形成。

Modelling fundamental arene-borane contacts: spontaneous formation of a dibromoborenium cation driven by interaction between a borane Lewis acid and an arene π system.

机构信息

Inorganic Chemistry Laboratory, Department of Chemistry, University of Oxford, Oxford, UK.

出版信息

Chem Commun (Camb). 2011 Dec 7;47(45):12295-7. doi: 10.1039/c1cc15259a. Epub 2011 Oct 20.

DOI:10.1039/c1cc15259a
PMID:22012242
Abstract

Reaction of 2,6-dimesityl pyridine (L(py)) with BBr(3) leads to the spontaneous formation of the trigonal dibromoborenium cation L(py)·BBr(2)via bromide ejection. Systematic structural and computational studies, and the reactivity displayed by a closely related N-heterocyclic carbene (NHC) donor, reveal the role played by arene-borane interactions in this chemistry. L(py)·BBr(2) features a structurally characterized (albeit weak) electrostatic interaction between the borane Lewis acid and flanking arene π systems.

摘要

2,6-二甲基吡啶(L(py))与 BBr(3)反应会自发形成三溴化硼阳离子[L(py)·BBr(2)]+,通过溴化物的排出。系统的结构和计算研究,以及与密切相关的 N-杂环卡宾(NHC)供体的反应性,揭示了芳烃-硼烷相互作用在这种化学中的作用。[L(py)·BBr(2)]+具有结构特征(尽管较弱)的路易斯酸硼烷和侧翼芳烃π体系之间的静电相互作用。

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