1258786-74-1Relevant articles and documents
Chemical reduction and dimerization of 1-chloro-2,3,4,5-tetraphenylborole
Braunschweig, Holger,Chiu, Ching-Wen,Wahler, Johannes,Radacki, Krzysztof,Kupfer, Thomas
, p. 12229 - 12233 (2010)
As neutral isoelectronic analogues of the elusive cyclopentadienyl cation, boroles have been of interest for their prospective applications as strong Lewis acids, chromophores, and electron acceptors. Recently our group discovered a π-nucleophilic boryl anion based on the borole system. In an effort to extend borole chemistry, we now report the molecular structure of 1-chloro-2,3,4,5- tetraphenylborole (1) and its corresponding borole dianion resulting from the two-electron reduction of 1 with KC8. The thermally induced dimerization of 1 yields an unprecedented boracyclohexadiene/borolene spiro-bicyclic compound and the resulting dimer was fully characterized including a single-crystal X-ray analysis. As an extension of borole chemistry, the reduction of 1-chloro-2,3,4,5-tetraphenylborole (1) leads to the corresponding dianionic derivative. Dimerization of 1 under thermal conditions results in the formation of a spiro-bicyclic compound that features a bora-cyclohexadiene and a borolene ring (see picture). Solid-state molecular structures of all three compounds are also reported.
