Transfer Reactions Involving Boron. XI. The Reaction of Monochloro- and Dichloroborane with Olefins

Abstract

The reactivity of monochloroand dichloroborane with 2-methylpropene, 1-hexene, and styrene in tetrahydrofuran has been investigated. The structures of the intermediate alkylchloroboranes formed in these

Kinetics and mechanism of hydroboration reactions of HBBr2·SMe2 and HBCl2·SMe2 – Application of 11B NMR spectroscopy

“…Considerable effort has gone into delineating the mechanism of the hydroboration reaction for both dimeric and monomeric boranes [4][5][6][7][8][9][10], as well as establishing the relative reactivities of these compounds [11][12][13][14][15]. Findings indicate that structural and electronic differences of organoboranes as well as that of olefins play an influential role on hydroboration kinetics.…”

“…Traditionally, gas chromatography has been the technique used in the kinetic investigations of hydroboration reactions. The analysis of residual alkene or alcohol in the products allowed for the monitoring of the reaction progress and selectivity of the hydroboration reaction [11][12][13][14][15]. Several problems arise when considering both analysis of residual alkene or alcohol content by gas chromatography; not least being the tediousness of the sampling and quenching process.…”

The chemistry of the octahydrotriborate anion [B3H8]−

“…The 11 B NMR spectrum of disub stituted B 3 H 6 exhibits two signals, a low field sig nal at -5.3 ppm and a high field signal at -13.4 ppm, in an integrated intensity ratio of 1 : 2. While compar ing the results with those obtained for BH 2 Cl and BHCl 2 [78], the authors assume that this spectral pat tern can correspond to a structure at which both sub stituents are located at the same boron atom. However, subsequently the same research team was able to obtain a single crystal of the compound [70] in which the chlorine atoms occured at different boron atoms in the trans positions (Fig.…”

Change in mechanistic pathway of hydroboration: A detailed kinetic study of H2BBr·SMe2 and HBBr2·SMe2

“…Synthesis of these complexes (which are of the type HBX 2 AELB and H 2 BXAELB, where X = Br, Cl or I and LB = Lewis base, e.g. Me 2 S, THF or Et 2 O) as well as their hydroboration reactions is well established [1][2][3][4][5][6][7][8][9][10][11]. The information in the literature provides a record on the investigations conducted on hydroboration reactions of these complexes, as well as their feature of being excellent intermediates for a wide variety of synthetic applications, among which is synthesis of dialkylboranes and their derivatives [12][13][14], synthesis of nido-B 11 H 14 anion [15], synthesis of alkyldihaloboranes [16] and synthesis of silyl substituted organoboranes [17].…”