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Mild selective metathesis of alkane C–H bonds and C–X bonds of polyhalogenomethane CH4–nXn (X = Cl, n = 4; Br, I, n = 3) catalysed with chlorotris(triphenylphosphine)rhodium(I)

Andrei Nikolaevich Vedernikov 1
Andrei Nikolaevich Vedernikov
Rafael Rivkhatovich Sharifullin 1
Rafael Rivkhatovich Sharifullin
Boris Nikolaevich Solomonov 1
Boris Nikolaevich Solomonov
Published 1996-04-30
CommunicationVolume 6, Issue 2, 54-55
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Vedernikov A. N., Sharifullin R. R., Solomonov B. N. Mild selective metathesis of alkane C–H bonds and C–X bonds of polyhalogenomethane CH4–nXn (X = Cl, n = 4; Br, I, n = 3) catalysed with chlorotris(triphenylphosphine)rhodium(I) // Mendeleev Communications. 1996. Vol. 6. No. 2. pp. 54-55.
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Vedernikov A. N., Sharifullin R. R., Solomonov B. N. Mild selective metathesis of alkane C–H bonds and C–X bonds of polyhalogenomethane CH4–nXn (X = Cl, n = 4; Br, I, n = 3) catalysed with chlorotris(triphenylphosphine)rhodium(I) // Mendeleev Communications. 1996. Vol. 6. No. 2. pp. 54-55.
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TY - JOUR
DO - 10.1070/MC1996v006n02ABEH000577
UR - https://mendcomm.colab.ws/publications/10.1070/MC1996v006n02ABEH000577
TI - Mild selective metathesis of alkane C–H bonds and C–X bonds of polyhalogenomethane CH4–nXn (X = Cl, n = 4; Br, I, n = 3) catalysed with chlorotris(triphenylphosphine)rhodium(I)
T2 - Mendeleev Communications
AU - Vedernikov, Andrei Nikolaevich
AU - Sharifullin, Rafael Rivkhatovich
AU - Solomonov, Boris Nikolaevich
PY - 1996
DA - 1996/04/30
PB - Mendeleev Communications
SP - 54-55
IS - 2
VL - 6
ER -
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@article{1996_Vedernikov,
author = {Andrei Nikolaevich Vedernikov and Rafael Rivkhatovich Sharifullin and Boris Nikolaevich Solomonov},
title = {Mild selective metathesis of alkane C–H bonds and C–X bonds of polyhalogenomethane CH4–nXn (X = Cl, n = 4; Br, I, n = 3) catalysed with chlorotris(triphenylphosphine)rhodium(I)},
journal = {Mendeleev Communications},
year = {1996},
volume = {6},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1070/MC1996v006n02ABEH000577},
number = {2},
pages = {54--55},
doi = {10.1070/MC1996v006n02ABEH000577}
}
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Vedernikov, Andrei Nikolaevich, et al. “Mild selective metathesis of alkane C–H bonds and C–X bonds of polyhalogenomethane CH4–nXn (X = Cl, n = 4; Br, I, n = 3) catalysed with chlorotris(triphenylphosphine)rhodium(I).” Mendeleev Communications, vol. 6, no. 2, Apr. 1996, pp. 54-55. https://mendcomm.colab.ws/publications/10.1070/MC1996v006n02ABEH000577.

Abstract

Alkanes RH (n-C6H14, cyclo-C6H12) and toluene react with polyhalogenomethanes CC14, CHBr3 and CHI3 at 80–110 °C under catalysis with Wilkinson's complex, RhCl(PPh3)3, to produce halogenohydrocarbons RX and CHC13, CH2Br2 or CH2I2 respectively with unusually high selectivity which decreases in the order: C–Hsecondary > > C–Hbenzyiic > C–Hprimary.

References

1.
10.1070/MC1996v006n02ABEH000577_bib1_1
Jones
Activation and Functionalization of Alkanes, 1989
3.
The organometallic chemistry of alkanes
Crabtree R.H.
Chemical Reviews, 1985
5.
Activation of carbon-hydrogen bonds in alkanes and other organic molecules by Ir(I), Rh(I) and Ir(III) complexes
Bengali A.A., Arndtsen B.A., Burger P.M., Schultz R.H., Weiller B.H., Kyle K.R., Moore C.B., Bergman R.G.
Pure and Applied Chemistry, 1995
7.
10.1070/MC1996v006n02ABEH000577_bib3
Takahiro
J. Chem. Soc., Chem. Commun., 1990
9.
Efficiet and selective catalytic dehydrogeneation of alkanes using rhodium(I) arsine complexes
Miller J.A., Knox L.K.
Journal of the Chemical Society Chemical Communications, 1994
11.
Beilsteins Handbuch der Organischen Chemie, Vierte AufL., Springer-Verlag, Berlin, 1972, Band 1, Teil 1, S. 85.
12.
10.1070/MC1996v006n02ABEH000577_bib8
1982
13.
10.1070/MC1996v006n02ABEH000577_bib9
Vedernikov
Org.Khim., 1993
14.
10.1070/MC1996v006n02ABEH000577_bib10_1
Collman
Principles and Applications of Organotransition Metal Chemistry, University Science Books, 1987
15.
ch.3.