Synthesis of 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP), an atropisomeric chiral bis(triaryl)phosphine, and its use in the rhodium(I)-catalyzed asymmetric hydrogenation of .alpha.-(acylamino)acrylic acids

Conformational flexibility of palladium BINAP complexes explored by X-ray analyses and DFT studies

“…The axially chiral ligand 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP) was introduced by Noyori, his pioneering studies about the use of BINAP rhodium [2] and ruthenium [3] complexes in the field of asymmetric catalysis were later awarded with the Nobel prize [4]. Brown and co-worker have analyzed the geometry of 2,2'-bis(diarylphosphino)-1,1'-biaryl palladium complexes [5].…”

Ligand Design for Catalytic Asymmetric Reduction

“…22 Figure 1.4 illustrates the chiral template created by an (R)-BINAP-transition metal complex. [18][19][20][21] The naphthalene rings are omitted in the side view for clarity. In this template, the chiral information of binaphthyl backbone is transmitted through the P-phenyl rings to the four coordination sites shown by & and &.…”

Chiral biphenyl diphosphines for asymmetric catalysis: Stereoelectronic design and industrial perspectives

“…C 2 symmetry is an important structural feature of diphosphines, as confirmed by the discovery of 1,2-bis(o-anisylphenyl-phosphino)-ethane by Knowles in 1975 (11). Noyori discovered the 2,2Ј-bis(diphenylphosphino)-1,1Ј-binaphthyl (BINAP) ligand in 1980 (12), which resulted in an extraordinary expansion of the scope of asymmetric hydrogenation in the academic field. The extensive use of BINAP-based catalysts on a production scale (13) by Takasago International (Tokyo) encouraged research groups to devote their efforts toward the design and synthesis of new atropisomeric biaryl diphosphines (for recent reviews, see refs.…”