1-Phenylborabenzene anion

A Unique Frustrated Lewis Pair Pathway to Remarkably Stable Borata–Alkene Systems

“…[1][2][3] However, there is a principal problem that nucleophilic addition of the base to the borane Lewis acid is often favored, and thus, the formation of the respective borate salt may prevail. Principally, such systems can be prepared by α-deprotonation of alkylboranes with suitable bases.…”

Recent developments in bisdiborane chemistry: BCB, BCCB, BCCB and BCCB compounds

“…Anionic bisdiborane compounds derived from methanetetraboronic (64) and methanetriboronic esters, 57 -63 gemdiborylalkanes, 26,29,64 and deprotonation of trialkylboranes 65,66 have been found useful in a variety of syntheses, including condensation with aldehydes and ketones, and alkylation by alkyl halides. 67 Matteson et al 68 101 is a very strong base and abstracts protons from dimethyl sulfoxide, in which it is soluble. The lithium salt of 98 is a slightly soluble in THF and precipitates, giving an apparent increase of the acidity of 97, which reacts with bases Y − to form borate complexes 105 or the self-condensation product 104 (Scheme 30).…”

Synthesis and Characterization of [Ar′GaC(Ph)CH]2 and K2[Ar′GaC(Ph)CH]2⋅OEt2: From Digallene to Digallacyclohexadiene to Digallatabenzene

“…[1c -e] The latter area originated in the inclusion of phosphorus, [3] antimony, [3,4] bismuth [4] or boron [5] in benzene rings in the 1960s and 1970s. More recently, several compounds in which one or more of the heavier Group 14 elements silicon, germanium, or tin form part of a benzene or naphthalene ring have been reported.…”