Catalyst-free diboration and silaboration of alkenes and alkynes using bis(9-heterofluorenyl)s.

ABSTRACT: Diboration and silaboration reactions are prominent tools to introduce valuable functional groups into organic substrates. To date, most diboranes(4) and silylboranes used for this purpose are electronically and/or kinetically stabilized and require activation by a catalyst. We show here that the tetraaryl (μ-hydrido)diborane(4) anion [3]^- and the silyl (hydrido)borate ([4]^-)/Me₃SiBr system react spontaneously with the archetypal olefin ethylene in the absence of a catalyst. The actual active species in both cases are the valence isoelectronic intermediates [FluB-B(H)Flu]^- ([1]^-) and FluB-Si(H)Flu (2), which consist of two 9-heterofluorenyl halves that get attached to the 1 and 2 positions of ethylene. At room temperature, [1]^-

SUBMITTER: Gilmer J 

PROVIDER: S-EPMC10155929 | biostudies-literature | 2023 May

REPOSITORIES: biostudies-literature