South African Journal of Chemistry
versão On-line ISSN 1996-840X
versão impressa ISSN 0379-4350
HADEBE, Siphamandla W. e 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.
Palavras-chave : Hydroboration; disproportionation; boranes; transition states.