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Regioselectivity in the rhodium catalysed 1,4-hydrosilylation of isoprene. Aspects on reaction conditions and ligands

Gustafsson, Magnus LU and Frejd, Torbjörn LU (2004) In Journal of Organometallic Chemistry 689(2). p.438-443
Abstract
The regioselectivity in the Rh catalysed 1,4-hydrosilylation of isoprene was investigated. Variation of solvents and temperature did not significantly affect the isomer distribution between tail-product (I) and head-product (II). The choice of ligands had the greater influence, where Rh-I-based catalysts with the strong electron withdrawing ligand CO favoured production of isomer II, while Rh-I catalysts with strong electron donating ligands (for example triarylphosphines) gave isomer I as the main product. In contrast to the square planar carbonyl complex RhCl(CO)(PPh3)(2), the square planar thiocarbonyl complex RhCl(CS)(PPh3)(2), gave I as the major isomer. (C) 2003 Elsevier B.V. All rights reserved.
Please use this url to cite or link to this publication:
author
organization
publishing date
type
Contribution to journal
publication status
published
subject
keywords
Hydrosilylation, Rhodium complexes, Catalysis, Regioselectivity, Ligands, Isoprene
in
Journal of Organometallic Chemistry
volume
689
issue
2
pages
438 - 443
publisher
Elsevier
external identifiers
  • wos:000188598000022
  • scopus:0347022480
ISSN
0022-328X
DOI
10.1016/j.jorganchem.2003.09.054
language
English
LU publication?
yes
id
b91cdffa-4e7c-46b3-8089-0da1c927d471 (old id 139468)
date added to LUP
2007-07-10 10:46:36
date last changed
2017-01-01 07:06:29
@article{b91cdffa-4e7c-46b3-8089-0da1c927d471,
  abstract     = {The regioselectivity in the Rh catalysed 1,4-hydrosilylation of isoprene was investigated. Variation of solvents and temperature did not significantly affect the isomer distribution between tail-product (I) and head-product (II). The choice of ligands had the greater influence, where Rh-I-based catalysts with the strong electron withdrawing ligand CO favoured production of isomer II, while Rh-I catalysts with strong electron donating ligands (for example triarylphosphines) gave isomer I as the main product. In contrast to the square planar carbonyl complex RhCl(CO)(PPh3)(2), the square planar thiocarbonyl complex RhCl(CS)(PPh3)(2), gave I as the major isomer. (C) 2003 Elsevier B.V. All rights reserved.},
  author       = {Gustafsson, Magnus and Frejd, Torbjörn},
  issn         = {0022-328X},
  keyword      = {Hydrosilylation,Rhodium complexes,Catalysis,Regioselectivity,Ligands,Isoprene},
  language     = {eng},
  number       = {2},
  pages        = {438--443},
  publisher    = {Elsevier},
  series       = {Journal of Organometallic Chemistry},
  title        = {Regioselectivity in the rhodium catalysed 1,4-hydrosilylation of isoprene. Aspects on reaction conditions and ligands},
  url          = {http://dx.doi.org/10.1016/j.jorganchem.2003.09.054},
  volume       = {689},
  year         = {2004},
}