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Title: Construction of σ-aromatic AlB₂ ring via borane coupling with a dicoordinate cyclic (alkyl)(amino)aluminyl anion
Authors: Koshino, Kota
Kinjo, Rei
Keywords: Science::Chemistry
Issue Date: 2020
Source: Koshino, K. & Kinjo, R. (2020). Construction of σ-aromatic AlB₂ ring via borane coupling with a dicoordinate cyclic (alkyl)(amino)aluminyl anion. Journal of the American Chemical Society, 142(19), 9057-9062.
Project: MOE2018-T2-2-048(S)
Journal: Journal of the American Chemical Society
Abstract: Since the groundbreaking discovery in 2018 that the synthesis of a bottleable nucleophilic aluminyl anion is feasible, a handful of derivatives have been developed to date, which are, however, limited to diamino- and dialkyl-substituted species. Herein, we report the synthesis of a cyclic (alkyl)(amino)aluminyl anion based on a five-membered framework. The dicoordinate aluminum center features both a lone pair of electrons and an unoccupied 3p orbital, thus genuinely making it isoelectronic with carbenes. We show the bond formation and bond activation at the Al sphere: thus, not only does it undergo electron redistribution with borane to furnish a heteroatomic group 13 ring exhibiting a σ-aromatic nature concomitant with a three-center two-electron AlB₂ bond but also the ambiphilic nature allows for oxidative addition of Si-H, N-H, and even C-C bonds at the aluminum center.
ISSN: 0002-7863
DOI: 10.1021/jacs.0c03179
Schools: School of Physical and Mathematical Sciences 
Rights: This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of the American Chemical Society, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see
Fulltext Permission: open
Fulltext Availability: With Fulltext
Appears in Collections:SPMS Journal Articles

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