Mechanistic study of palladium catalyzed S–S and Se–Se bonds addition to alkynes

Mechanistic study of palladium catalyzed S–S and Se–Se bonds addition to alkynes Full article

Journal

Journal of Organometallic Chemistry
ISSN: 1872-8561 , E-ISSN: 0022-328X

Output data

Year: 2003, Volume: 687, Number: 2, Pages: 451-461 Pages count : 11 DOI: 10.1016/s0022-328x(03)00795-2

Authors

Ananikov Valentine P ¹ , Kabeshov Michael A ^1,2 , Beletskaya Irina P ² , Aleksandrov Grigory G ³ , Eremenko Igor L ³

Affiliations

1	Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prospect 47, Moscow, 119991 (Russia).
2	Chemistry Department, Lomonosov Moscow State University, Vorob'evy gory, Moscow 119899, Russia
3	Kurnakov Institute of General and Inorganic Chemistry, Leninsky Prospect 31, Moscow 117907, Russia

The mechanistic study of palladium catalyzed S–S and Se–Se bonds addition to alkynes revealed the involvement of dinuclear transition metal complexes in the catalytic cycle. Coordination of alkyne to dinuclear transition metal complex was found to be the rate determining step of the reaction. An unusual phosphine ligand effect increasing the yield of addition reaction was found in the studied system. A new synthetic procedure was developed to perform the catalytic reaction using easily available Pd(II) complex. The scope of the reaction and the reactivity of S–S and Se–Se bonds toward alkynes were investigated. The X-ray structure of the product of S–S bond addition reaction showed favorable geometry for the possible application as a chelate ligand. An unusual phosphine ligand effect increasing the yield of the Ar2E2 addition reaction to alkynes was found. The catalytic reaction involves intermediate formation of dinuclear palladium complexes, which may be a subject of further polymerization.

Ananikov V.P. , Kabeshov M.A. , Beletskaya I.P. , Aleksandrov G.G. , Eremenko I.L.
Mechanistic study of palladium catalyzed S–S and Se–Se bonds addition to alkynes
Journal of Organometallic Chemistry. 2003. V.687. N2. P.451-461. DOI: 10.1016/s0022-328x(03)00795-2 WOS Scopus OpenAlex

Web of science:	WOS:000187223300029
Scopus:	2-s2.0-0344443264
OpenAlex:	W2067715803

DB	Citing
OpenAlex	71
Scopus	73
Web of science	68