Ion-Pair Structure as a Determinant of Solvent Dependence. Solvent-Selective Formation of tert-Butylbis(indenyl)phosphine and tert-Butyl(n-butyl)indenylphosphine
Publication type: Journal Article
Publication date: 2002-06-06
scimago Q2
wos Q1
SJR: 0.676
CiteScore: 5.1
Impact factor: 2.9
ISSN: 02767333, 15206041
Organic Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
The reaction of tert-butyldichlorophosphine with freshly prepared lithium indene is shown to exhibit an unusual solvent dependence. In diethyl ether the reaction proceeds to the achiral tert-butylbis(3-indenyl)phosphine via a series of chiral intermediates. The reaction is catalyzed in-situ by the presence of solvent-separated indenyl ions in the solution. In toluene, tert-butyl(n-butyl)indenylphosphine is formed because of the selective precipitation of an unusual mixed indenyl-butyllithium aggregate prior to the addition of tert-butyldichlorophosphine. These mechanisms explain the solvent dependence of a range of related reactions.
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Malefetse T. J. et al. Ion-Pair Structure as a Determinant of Solvent Dependence. Solvent-Selective Formation of tert-Butylbis(indenyl)phosphine and tert-Butyl(n-butyl)indenylphosphine // Organometallics. 2002. Vol. 21. No. 14. pp. 2898-2904.
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Malefetse T. J., Swiegers G. F., Coville N. J., Fernandes M. A. Ion-Pair Structure as a Determinant of Solvent Dependence. Solvent-Selective Formation of tert-Butylbis(indenyl)phosphine and tert-Butyl(n-butyl)indenylphosphine // Organometallics. 2002. Vol. 21. No. 14. pp. 2898-2904.
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TY - JOUR
DO - 10.1021/om010736k
UR - https://doi.org/10.1021/om010736k
TI - Ion-Pair Structure as a Determinant of Solvent Dependence. Solvent-Selective Formation of tert-Butylbis(indenyl)phosphine and tert-Butyl(n-butyl)indenylphosphine
T2 - Organometallics
AU - Malefetse, Tshepo J.
AU - Swiegers, Gerhard F.
AU - Coville, Neil J.
AU - Fernandes, Manuel A.
PY - 2002
DA - 2002/06/06
PB - American Chemical Society (ACS)
SP - 2898-2904
IS - 14
VL - 21
SN - 0276-7333
SN - 1520-6041
ER -
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@article{2002_Malefetse,
author = {Tshepo J. Malefetse and Gerhard F. Swiegers and Neil J. Coville and Manuel A. Fernandes},
title = {Ion-Pair Structure as a Determinant of Solvent Dependence. Solvent-Selective Formation of tert-Butylbis(indenyl)phosphine and tert-Butyl(n-butyl)indenylphosphine},
journal = {Organometallics},
year = {2002},
volume = {21},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://doi.org/10.1021/om010736k},
number = {14},
pages = {2898--2904},
doi = {10.1021/om010736k}
}
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MLA
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Malefetse, Tshepo J., et al. “Ion-Pair Structure as a Determinant of Solvent Dependence. Solvent-Selective Formation of tert-Butylbis(indenyl)phosphine and tert-Butyl(n-butyl)indenylphosphine.” Organometallics, vol. 21, no. 14, Jun. 2002, pp. 2898-2904. https://doi.org/10.1021/om010736k.