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Oct 8, 2015Keywords:
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A Mechanistic Study of Hydroboration of 1-Octene with 1,3,2-Dithiaborolane and 1,3,2-Dithiaborinane. Part 1. Synthesis and Kinetic Studies
Abstract
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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