Linkage Isomerism Leading to Contrasting Carboboration Chemistry: Access to Three Constitutional Isomers of a Borylated Phosphaalkene.

ABSTRACT: We describe the reactivity of two linkage isomers of a boryl-phosphaethynolate, [B]OCP and [B]PCO (where [B]=N,N'-bis(2,6-diisopropylphenyl)-2,3-dihydro-1H-1,3,2-diazaboryl), towards tris- (pentafluorophenyl)borane (BCF). These reactions afforded three constitutional isomers all of which contain a phosphaalkene core. [B]OCP reacts with BCF through a 1,2 carboboration reaction to afford a novel phosphaalkene, E-[B]O{(C₆ F₅ )₂ B}C=P(C₆ F₅ ), which subsequently undergoes a rearrangement process involving migration of both the boryloxy and pentafluorophenyl substituents to afford Z-{(C₆ F₅ )₂ B}(C₆ F₅ )C=PO[B]. By contrast, [B]PCO undergoes a 1,3-carboboration process accompanied by mi

SUBMITTER: Wilson DWN 

PROVIDER: S-EPMC7702093 | biostudies-literature | 2020 Oct

REPOSITORIES: biostudies-literature