The effect of oxygen on the regioselectivity in the rhodium catalysed hydrosilylation of 1,3-dienes
(2002) In Journal of the Chemical Society - Perkin Transactions 1 p.102-107- Abstract
- The regioselectivity of the hydrosilylation of substituted 1,3-dienes catalysed by several rhodium complexes in the presence and absence of oxygen was studied. In addition to the already known accelerating effect, the presence of oxygen strongly affected the product distribution. For 2-substituted 1,3-dienes in the presence of oxygen the regioselectivity was in the range of 1 : 6 to 1 : 10 in favour of the head-product, while the absence of oxygen changed the ratios to 1 : 1 to 3 : 1 in fa our of the tail-product. When HSiPh3 was used in the presence of oxygen a single isomer was isolated in 87% yield, while in the absence of oxygen a mixture of products was produced. Control experiments indicated that a heterogeneous/colloidal catalytic... (More)
- The regioselectivity of the hydrosilylation of substituted 1,3-dienes catalysed by several rhodium complexes in the presence and absence of oxygen was studied. In addition to the already known accelerating effect, the presence of oxygen strongly affected the product distribution. For 2-substituted 1,3-dienes in the presence of oxygen the regioselectivity was in the range of 1 : 6 to 1 : 10 in favour of the head-product, while the absence of oxygen changed the ratios to 1 : 1 to 3 : 1 in fa our of the tail-product. When HSiPh3 was used in the presence of oxygen a single isomer was isolated in 87% yield, while in the absence of oxygen a mixture of products was produced. Control experiments indicated that a heterogeneous/colloidal catalytic system may be responsible for the preferred head-product formation. (Less)
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/347664
- author
- Gustafsson, Magnus LU and Frejd, Torbjörn LU
- organization
- publishing date
- 2002
- type
- Contribution to journal
- publication status
- published
- subject
- in
- Journal of the Chemical Society - Perkin Transactions 1
- issue
- 1
- pages
- 102 - 107
- publisher
- Royal Society of Chemistry
- external identifiers
-
- wos:000172813200014
- scopus:0036006965
- ISSN
- 1472-7781
- DOI
- 10.1039/b106143g
- 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
- 3a9d3427-387a-4c62-8994-5970c18e6e2f (old id 347664)
- date added to LUP
- 2016-04-01 16:03:56
- date last changed
- 2023-04-03 16:03:30
@article{3a9d3427-387a-4c62-8994-5970c18e6e2f,
abstract = {{The regioselectivity of the hydrosilylation of substituted 1,3-dienes catalysed by several rhodium complexes in the presence and absence of oxygen was studied. In addition to the already known accelerating effect, the presence of oxygen strongly affected the product distribution. For 2-substituted 1,3-dienes in the presence of oxygen the regioselectivity was in the range of 1 : 6 to 1 : 10 in favour of the head-product, while the absence of oxygen changed the ratios to 1 : 1 to 3 : 1 in fa our of the tail-product. When HSiPh3 was used in the presence of oxygen a single isomer was isolated in 87% yield, while in the absence of oxygen a mixture of products was produced. Control experiments indicated that a heterogeneous/colloidal catalytic system may be responsible for the preferred head-product formation.}},
author = {{Gustafsson, Magnus and Frejd, Torbjörn}},
issn = {{1472-7781}},
language = {{eng}},
number = {{1}},
pages = {{102--107}},
publisher = {{Royal Society of Chemistry}},
series = {{Journal of the Chemical Society - Perkin Transactions 1}},
title = {{The effect of oxygen on the regioselectivity in the rhodium catalysed hydrosilylation of 1,3-dienes}},
url = {{http://dx.doi.org/10.1039/b106143g}},
doi = {{10.1039/b106143g}},
year = {{2002}},
}