Premium
Oxidation, Coordination, and Nickel‐Mediated Deconstruction of a Highly Electron‐Rich Diboron Analogue of 1,3,5‐Hexatriene
Author(s) -
Hermann Alexander,
Fantuzzi Felipe,
Arrowsmith Merle,
Zorn Theresa,
Krummenacher Ivo,
Ritschel Benedikt,
Radacki Krzysztof,
Engels Bernd,
Braunschweig Holger
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202006131
Subject(s) - chemistry , nickel , carbene , platinum , copper , photochemistry , stereochemistry , medicinal chemistry , catalysis , organic chemistry
The reductive coupling of an N‐heterocyclic carbene (NHC) stabilized (dibromo)vinylborane yields a 1,2‐divinyldiborene, which, although isoelectronic to a 1,3,5‐triene, displays no extended π conjugation because of twisting of the C 2 B 2 C 2 chain. While this divinyldiborene coordinates to copper(I) and platinum(0) in an η 2 ‐B 2 and η 4 ‐C 2 B 2 fashion, respectively, it undergoes a complex rearrangement to an η 4 ‐1,3‐diborete upon complexation with nickel(0).