Publication
Title
Dual effect of halides in the Stille reaction: in situ halide metathesis and catalyst stabilization
Author
Abstract
Halide anions can increase or decrease the transmetallation rate of the Stille reaction through in situ halide metathesis. Although the influence of the halogen present in oxidative addition complexes on the transmetallation rate with organostannanes was already known, the application of in situ halide metathesis to accelerate cross-coupling reactions with organometallic reagents is not described in the literature yet. In addition a second unprecedented role of halides was discovered. Halide anions stabilize the [Pd0(L)2] catalyst in Stille reactions, by means of [Pd0X(L)2]− formation (X=Cl, I), hereby preventing its leaching from the catalytic cycle. Both arene (iodobenzene) and azaheteroarene (2-halopyridine, halopyrazine, 2-halopyrimidine) substrates were used.
Language
English
Source (journal)
Chemistry: a European journal. - Weinheim
Publication
Weinheim : 2010
ISSN
0947-6539
Volume/pages
16:43(2010), p. 12831-12837
ISI
000284063900011
Full text (Publisher's DOI)
UAntwerpen
Faculty/Department
Research group
Publication type
Subject
Affiliation
Publications with a UAntwerp address
External links
Web of Science
Record
Identification
Creation 25.11.2010
Last edited 03.11.2017
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