Home / Publications / Reaction of phosphine with allylbenzene in the KOH–DMSO system: regioselective synthesis of (1-phenylprop-2-yl)phosphine and bis(1-phenylprop-2-yl)phosphine

Reaction of phosphine with allylbenzene in the KOH–DMSO system: regioselective synthesis of (1-phenylprop-2-yl)phosphine and bis(1-phenylprop-2-yl)phosphine

Nina Kuzminichna Gusarova 1
Nina Kuzminichna Gusarova
, 
Svetlana Filippovna Malysheva 1
Svetlana Filippovna Malysheva
, 
Alexandr Viktorovich Artem’ev 1
Alexandr Viktorovich Artem’ev
, 
Natalia Alekseevna Belogorlova 1
Natalia Alekseevna Belogorlova
, 
Alexander Ivanovich Albanov 1
Alexander Ivanovich Albanov
, 
Boris Aleksandrovich Trofimov 1
Boris Aleksandrovich Trofimov
10.1016/j.mencom.2010.09.012
Published 2010-09-09
Communication , Volume 20, Issue 5, 275-276
4
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Gusarova N. K. et al. Reaction of phosphine with allylbenzene in the KOH–DMSO system: regioselective synthesis of (1-phenylprop-2-yl)phosphine and bis(1-phenylprop-2-yl)phosphine // Mendeleev Communications. 2010. Vol. 20. No. 5. pp. 275-276.
GOST all authors (up to 50) Copy
Gusarova N. K., Malysheva S. F., Artem’ev A. V., Belogorlova N. A., Albanov A. I., Trofimov B. A. Reaction of phosphine with allylbenzene in the KOH–DMSO system: regioselective synthesis of (1-phenylprop-2-yl)phosphine and bis(1-phenylprop-2-yl)phosphine // Mendeleev Communications. 2010. Vol. 20. No. 5. pp. 275-276.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2010.09.012
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2010.09.012
TI - Reaction of phosphine with allylbenzene in the KOH–DMSO system: regioselective synthesis of (1-phenylprop-2-yl)phosphine and bis(1-phenylprop-2-yl)phosphine
T2 - Mendeleev Communications
AU - Gusarova, Nina Kuzminichna
AU - Malysheva, Svetlana Filippovna
AU - Artem’ev, Alexandr Viktorovich
AU - Belogorlova, Natalia Alekseevna
AU - Albanov, Alexander Ivanovich
AU - Trofimov, Boris Aleksandrovich
PY - 2010
DA - 2010/09/09
PB - Mendeleev Communications
SP - 275-276
IS - 5
VL - 20
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2010_Gusarova,
author = {Nina Kuzminichna Gusarova and Svetlana Filippovna Malysheva and Alexandr Viktorovich Artem’ev and Natalia Alekseevna Belogorlova and Alexander Ivanovich Albanov and Boris Aleksandrovich Trofimov},
title = {Reaction of phosphine with allylbenzene in the KOH–DMSO system: regioselective synthesis of (1-phenylprop-2-yl)phosphine and bis(1-phenylprop-2-yl)phosphine},
journal = {Mendeleev Communications},
year = {2010},
volume = {20},
publisher = {Mendeleev Communications},
month = {Sep},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2010.09.012},
number = {5},
pages = {275--276},
doi = {10.1016/j.mencom.2010.09.012}
}
MLA
Cite this
MLA Copy
Gusarova, Nina Kuzminichna, et al. “Reaction of phosphine with allylbenzene in the KOH–DMSO system: regioselective synthesis of (1-phenylprop-2-yl)phosphine and bis(1-phenylprop-2-yl)phosphine.” Mendeleev Communications, vol. 20, no. 5, Sep. 2010, pp. 275-276. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2010.09.012.

Abstract

Phosphine reacts with allylbenzene in the KOH–DMSO system (90–110°C, 2–2.5h, atmospheric pressure) to afford Markovnikov adducts, (1-phenylprop-2-yl)phosphine and/or bis(1-phenylprop-2-yl)phosphine in 53–80% yields.

References

1.
The Preparation of Organo-phosphines by the Addition of Phosphine to Unsaturated Compounds
Stiles A.R., Rust F.F., Vaughan W.E.
Journal of the American Chemical Society, 1952
2.
Phosphine in the synthesis of organophosphorus compounds
Trofimov B.A., Arbuzova S.N., Gusarova N.K.
Russian Chemical Reviews, 1999
4.
Gusarova N.K., Malysheva S.F., Kuimov V.A., Belogorlova N.A., Mikhailenko V.L., Trofimov B.A.
Mendeleev Communications, 2008
5.
Design, Synthesis, and Chemistry of Sterically Nondemanding Primary Bisphosphines1
Pillarsetty N., Raghuraman K., Barnes C.L., Katti K.V.
Journal of the American Chemical Society, 2004
9.
S. F. Malysheva and S. N. Arbuzova, in Sovremennyi organicheskii sintez (Modern Organic Synthesis), ed. D. L. Rakhmankulov, Khimiya, Moscow, 2003, p. 160. (in Russian).
11.
The Synthesis of Tertiary and Secondary Phosphines and Their Applications in Organic Synthesis
Honaker M., Hovland J., Nicholas Salvatore R.
Current Organic Synthesis, 2007
12.
Synthesis and Characterization of Phosphido-Monolayer-Protected Gold Nanoclusters
Stefanescu D.M., Glueck D.S., Siegel R., Wasylishen R.E.
Langmuir, 2004
13.
Synthesis and Characterization of Gold Nanoparticles with Surface Ligands Derived from a Primary Phosphine
Stefanescu D.M., Glueck D.S., Siegel R., Wasylishen R.E.
Journal of Cluster Science, 2008