Application of the fluorous biphase concept to palladium-catalyzed Suzuki couplings

Citation
S. Schneider et W. Bannwarth, Application of the fluorous biphase concept to palladium-catalyzed Suzuki couplings, HELV CHIM A, 84(3), 2001, pp. 735-742
Citations number
54
Categorie Soggetti
Chemistry & Analysis",Chemistry
Journal title
HELVETICA CHIMICA ACTA
ISSN journal
0018019X → ACNP
Volume
84
Issue
3
Year of publication
2001
Pages
735 - 742
Database
ISI
SICI code
0018-019X(2001)84:3<735:AOTFBC>2.0.ZU;2-F
Abstract
Suzuki C-C couplings were performed in high yields in a fluorous biphase sy stem applying the four differently perfluoro-tagged Pd complexes 2a-d. All four complexes showed similar catalytic activities in thr coupling of elect ron-rich or electron-deficient bromoarenes 3a-e and arylboronic acids 4a-c (Tables 1 and 2). Furthermore. we were able to show that all four Pd comple xes could be recycled six times without significant decrease in coupling yi eld. In one example. we were able to reduce the amount of the four catalyst s from 1.5 mol-% to 0.1 mol-% in the first runs, but with considerable loss of catalyst activity in repetitive cycles (Table 3).