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
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.