eprintid: 17302
rev_number: 22
userid: 1418
dir: disk0/00/01/73/02
datestamp: 2013-02-08 20:44:42
lastmod: 2021-06-12 22:56:34
status_changed: 2013-02-08 20:44:42
type: article
metadata_visibility: show
item_issues_count: 0
eprint_status: archive
creators_name: Solovyev, A
creators_name: Ueng, SH
creators_name: Monot, J
creators_name: Fensterbank, L
creators_name: Malacria, M
creators_name: Lacôte, E
creators_name: Curran, DP
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creators_email: curran@pitt.edu
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creators_id: CURRAN
title: Estimated rate constants for hydrogen abstraction from n-heterocyclic carbene-borane complexes by an alkyl radical
ispublished: pub
divisions: sch_as_chemistry
full_text_status: public
abstract: Rate constants for hydrogen abstraction by a nonyl radical from 20 complexes of N-heterocyclic carbenes and boranes (NHC-boranes) have been determined by the pyridine-2-thioneoxycarbonyl (PTOC) competition kinetic method at a single concentration point. The rate constants range from <1 × 104 to 8 × 104 M-1 s-1. They show little dependence on the electronic properties of the carbene core, but there is a trend for increasing rate constants with decreasing size of the carbene N-substituents. Two promising new reagents with small N-substituents (R = Me) have been identified. © 2010 American Chemical Society.
date: 2010-07-02
date_type: published
publication: Organic Letters
volume: 12
number: 13
pagerange: 2998 - 3001
refereed: TRUE
issn: 1523-7060
id_number: 10.1021/ol101014q
pmid: 20536158
mesh_headings: Boranes--chemistry
mesh_headings: Free Radicals--chemistry
mesh_headings: Heterocyclic Compounds--chemistry
mesh_headings: Hydrogen--chemistry
mesh_headings: Kinetics
mesh_headings: Methane--analogs & derivatives
mesh_headings: Methane--chemistry
mesh_headings: Molecular Structure
mesh_headings: Stereoisomerism
chemical_names: Boranes
chemical_names: Free Radicals
chemical_names: Heterocyclic Compounds
chemical_names: Hydrogen
chemical_names: carbene
chemical_names: Methane
citation:   Solovyev, A and Ueng, SH and Monot, J and Fensterbank, L and Malacria, M and Lacôte, E and Curran, DP  (2010) Estimated rate constants for hydrogen abstraction from n-heterocyclic carbene-borane complexes by an alkyl radical.  Organic Letters, 12 (13).  2998 - 3001.  ISSN 1523-7060     
document_url: http://d-scholarship-dev.library.pitt.edu/17302/1/licence.txt