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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.
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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
additional info
The information about affiliations in this record was updated in December 2015. The record was previously connected to the following departments: Organic chemistry (S/LTH) (011001240)
id
b91cdffa-4e7c-46b3-8089-0da1c927d471 (old id 139468)
date added to LUP
2016-04-01 16:28:52
date last changed
2022-01-28 20:01:23
@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}},
  keywords     = {{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}},
  doi          = {{10.1016/j.jorganchem.2003.09.054}},
  volume       = {{689}},
  year         = {{2004}},
}