title: Structure and reactivity of boron-ate complexes derived from primary and secondary boronic esters.
abstract: Boron-ate complexes derived from primary and secondary boronic esters and aryllithiums have been isolated, and the kinetics of their reactions with carbenium ions studied. The second-order rate constants have been used to derive nucleophilicity parameters for the boron-ate complexes, revealing that nucleophilicity increased with (i) electron-donating aromatics on boron, (ii) neopentyl glycol over pinacol boronic esters, and (iii) 12-crown-4 ether.
authors.affiliation: †Department of Chemistry, University of Bristol, Cantock's Close, Bristol, BS8 1TS, U.K.
authors.forename: Kathryn
authors.initials: K
authors.lastname: Feeney
authors.affiliation: ‡Department Chemie, Ludwig-Maximilians-Universität München, Butenandtstr. 5-13, 81377 München, Germany.
authors.forename: Guillaume
authors.initials: G
authors.lastname: Berionni
authors.affiliation: ‡Department Chemie, Ludwig-Maximilians-Universität München, Butenandtstr. 5-13, 81377 München, Germany.
authors.forename: Herbert
authors.initials: H
authors.lastname: Mayr
authors.affiliation: †Department of Chemistry, University of Bristol, Cantock's Close, Bristol, BS8 1TS, U.K.
authors.forename: Varinder K
authors.initials: VK
authors.lastname: Aggarwal