Abstract

HADEBE, Siphamandla W.  and  ROBINSON, Ross S.. A mechanistic study of hydroboration of 1-octene with 1,3,2-dithiaborolane and 1,3,2-dithiaborinane: Part 1. Synthesis and kinetic studies. S.Afr.j.chem. (Online) [online]. 2009, vol.62, pp.77-83. ISSN 1996-840X.

Alkylthioboranes 1,3,2-dithiaborolane and 1,3,2-dithiaborinane have been synthesized from the reaction of BH₃-SMe₂ with 1,2-ethanedithiol and 1,3-propanedithiol, respectively. These heterocyclic boranes disproportionated significantly during their synthesis. The rate constants, and the enthalpies and entropies of the hydroboration reaction of 1-octene with 1,3,2-dithiaborolane and 1,3,2-dithiaborinane have been investigated, and we have shown that hydroboration with these boranes is slow and proceeds via an associative mechanism.

Keywords : Hydroboration; disproportionation; boranes; transition states.

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