Abstract
By use of the dippb ligand (dippb = 1,4-bis-(diisopropylphosphino)butane) it is possible to effect the synthetically useful Pd-catalyzed direct vinylation of aryl chlorides; the reaction tolerates various substituents and generally results in high yields. The reaction is very sensitive to the nature of the chelating ligand, probably as a result of the need for chelate opening to allow olefin coordination and chelate closure to promote insertion. Monophosphines are ineffective. A mechanistic scheme is presented.
| Original language | English |
|---|---|
| Pages (from-to) | 1995-1996 |
| Number of pages | 2 |
| Journal | Organometallics |
| Volume | 11 |
| Issue number | 6 |
| Publication status | Published - 1992 |
Fingerprint
ASJC Scopus subject areas
- Inorganic Chemistry
- Organic Chemistry
Cite this
Palladium-catalyzed vinylation of aryl chlorides. Chelate effect in catalysis. / Ben-David, Y.; Portnoy, M.; Gozin, M.; Milstein, David.
In: Organometallics, Vol. 11, No. 6, 1992, p. 1995-1996.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Palladium-catalyzed vinylation of aryl chlorides. Chelate effect in catalysis
AU - Ben-David, Y.
AU - Portnoy, M.
AU - Gozin, M.
AU - Milstein, David
PY - 1992
Y1 - 1992
N2 - By use of the dippb ligand (dippb = 1,4-bis-(diisopropylphosphino)butane) it is possible to effect the synthetically useful Pd-catalyzed direct vinylation of aryl chlorides; the reaction tolerates various substituents and generally results in high yields. The reaction is very sensitive to the nature of the chelating ligand, probably as a result of the need for chelate opening to allow olefin coordination and chelate closure to promote insertion. Monophosphines are ineffective. A mechanistic scheme is presented.
AB - By use of the dippb ligand (dippb = 1,4-bis-(diisopropylphosphino)butane) it is possible to effect the synthetically useful Pd-catalyzed direct vinylation of aryl chlorides; the reaction tolerates various substituents and generally results in high yields. The reaction is very sensitive to the nature of the chelating ligand, probably as a result of the need for chelate opening to allow olefin coordination and chelate closure to promote insertion. Monophosphines are ineffective. A mechanistic scheme is presented.
UR - http://www.scopus.com/inward/record.url?scp=0001104162&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0001104162&partnerID=8YFLogxK
M3 - Article
VL - 11
SP - 1995
EP - 1996
JO - Organometallics
JF - Organometallics
SN - 0276-7333
IS - 6
ER -