Spectroscopic and Structural Characterization of the CyNHC Adduct of B2pin2 in Solution and in the Solid State

被引：105

作者：

Kleeberg, Christian ^{[1
]}

Crawford, Andrew G. ^{[1
]}

Batsanov, Andrei S. ^{[1
]}

Hodgkinson, Paul ^{[1
]}

Apperley, David C. ^{[1
]}

Cheung, Man Sing ^{[2
]}

Lin, Zhenyang ^{[2
]}

Marder, Todd B. ^{[1
]}

机构：

[1] Univ Durham, Dept Chem, Durham DH1 3LE, England

[2] Hong Kong Univ Sci & Technol, Dept Chem, Kowloon, Hong Kong, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 77卷 / 01期

基金：

英国工程与自然科学研究理事会;

关键词：

ALPHA; BETA-UNSATURATED CARBONYL-COMPOUNDS; BORON CONJUGATE ADDITIONS; ASYMMETRIC BETA-BORATION; N-HETEROCYCLIC CARBENE; LEWIS-BASE ADDUCTS; DIBORON COMPOUNDS; REACTIVITY; COMPLEXES; BIS(PINACOLATO)DIBORON; ACTIVATION;

D O I：

10.1021/jo202127c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Lewis base adduct of B(2)pin(2) and the NHC (1,3-bis(cydohexyl)imidazol-2-ylidene), which was proposed to act as a source of nucleophilic boryl groups in the beta-borylation of alpha,beta-unsaturated ketones, has been isolated, and its solid state structure and solution behavior was studied. In solution, the binding is weak, and NMR spectroscopy reveals a rapid exchange of the NHC between the two boron centers. DFT calculations reveal that the exchange involves dissociation and reassociation of NHC rather than an intramolecular process.

引用

页码：785 / 789

页数：5

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