PHOSPHINO-2'-DIPHENYLPHOSPHINYL-1,1'-BINAPHTHALENE (BINAPO), AN AXIALLY CHIRAL HETEROBIDENTATE LIGAND FOR ENANTIOSELECTIVE CATALYSIS

Citation
S. Gladiali et al., PHOSPHINO-2'-DIPHENYLPHOSPHINYL-1,1'-BINAPHTHALENE (BINAPO), AN AXIALLY CHIRAL HETEROBIDENTATE LIGAND FOR ENANTIOSELECTIVE CATALYSIS, Tetrahedron : asymmetry, 9(3), 1998, pp. 391-395
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
ISSN journal
09574166
Volume
9
Issue
3
Year of publication
1998
Pages
391 - 395
Database
ISI
SICI code
0957-4166(1998)9:3<391:P(AA>2.0.ZU;2-1
Abstract
Racemic phosphino-2'-diphenylphosphinyl-1,1'-binaphthalene (BINAPO) 5 has been prepared in four steps from 1,1'-binaphthalene-2,2'-diol (BIN OL) 1 and has been resolved with the aid of the C,N-cydopalladated com plex with N,N-dimethyl (S)-1-(1-naphthyl)ethylamine 6. P,O-chelate bin ding to palladium occurs in solution and this is confirmed in the soli d state by X-ray analysis. (S)-BINAPO is an immediate precursor of (S) -BINAP and is itself an effective chiral inducer for the Pd-catalyzed asymmetric hydrosilylation of styrene (over 70% e.e.). (C) 1998 Elsevi er Science Ltd. All rights reserved.