A pyridine-stabilized N-phosphinoamidinato N-heterocyclic carbene-diboravinyl cation: boron analogue of vinyl cation

A boron analogue of vinyl cation, pyridine-stabilized N-phosphinoamidinato N-heterocyclic carbene (NHC)-diboravinyl cation 2+ , was synthesized by displacement of bromide in diborene 1 with excess pyridine. Experimental and computational studies showed that the positive charge is mainly at the B-B s...

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Main Authors: Fan, Jun, Chia, Pei-Ting, Zhang, Zheng-Feng, Yang, Ming-Chung, Su, Ming-Der, So, Cheuk-Wai
其他作者: School of Chemistry, Chemical Engineering and Biotechnology
格式: Article
語言:English
出版: 2023
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在線閱讀:https://hdl.handle.net/10356/164639
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機構: Nanyang Technological University
語言: English
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總結:A boron analogue of vinyl cation, pyridine-stabilized N-phosphinoamidinato N-heterocyclic carbene (NHC)-diboravinyl cation 2+ , was synthesized by displacement of bromide in diborene 1 with excess pyridine. Experimental and computational studies showed that the positive charge is mainly at the B-B skeleton with delocalization to the pyridine ligand. One of the main modes of reactivity is through the B=B double bond alongside activation of the pyridine substituent, where the Bpyridine center is the predominant nucleophilic center and the predominant electrophilic center is either the activated pyridine para position or the BNHC center, illustrating the presence of diborene cation A, borylene-borenium cation B and diborene-pyridinium cation C resonance structures in cation 2+ .