To B-E or not to B-E? Developing New Boranes and Boration Reactions

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The addition of boron-element (B-E, where E = H, B, Si, etc) bonds to unsaturated compounds constitutes a family of remarkably important reactions in organic synthesis for the production of new compounds for the pharmaceutical and agricultural industries. Reactions of B-E where E is a heavier main group elements (E = silicon, germanium, etc) usually result in organodimetalloid compounds which are highly versatile building blocks that are otherwise difficult to synthesize. Given the intensity of interest in this area it is somewhat surprising that relatively little is known about the analogous addition chemistry of compounds containing single B-E bonds where E is either sulfur (S), selenium (Se), or phosphorus (P). To address this limitation in boron chemistry, this proposal will focus on expanding the scope and chemistry of relatively unknown B-E (E = P, S, Se) compounds. For instance, we have recently reported a new phosphinoboronate ester (Ph