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New, Highly Efficient Catalyst Precursors for Kharasch Additions − [RuCl(Cp*)(PPh 3 ) 2 ] and [RuCl(Ind)(PPh 3 ) 2 ]
Author(s) -
Simal François,
Wlodarczak Lise,
Demonceau Albert,
Noels Alfred F.
Publication year - 2001
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/1099-0690(200107)2001:14<2689::aid-ejoc2689>3.0.co;2-r
Subject(s) - chemistry , catalysis , combinatorial chemistry , medicinal chemistry , organic chemistry
[RuCl(Cp*)(PPh 3 ) 2 ] and [RuCl(Ind)(PPh 3 ) 2 ] are excellent catalyst precursors for promoting the Kharasch addition of CCl 4 and CHCl 3 across olefins under mild reaction conditions (at temperatures as low as 40 °C with CCl 4 ). The effect of the substituents on the cyclopentadienyl ring has been investigated. In terms of efficiency and activity, [RuCl(Cp*)(PPh 3 ) 2 ] and [RuCl(Ind)(PPh 3 ) 2 ] surpass the best ruthenium systems reported so far. A two‐step mechanism, in which the extrusion of a phosphane ligand occurs prior to the activation of the halogenated compound by the unsaturated ruthenium center, is suggested.