Rhodium complexes with chiral aminophosphinite derivatives of ephedrine

被引:17
作者
Kuznetsov, VF [1 ]
Facey, GA [1 ]
Yap, GPA [1 ]
Alper, H [1 ]
机构
[1] Univ Ottawa, Dept Chem, Ottawa, ON K1N 6N5, Canada
关键词
D O I
10.1021/om990442n
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Aminophosphinites Ph2POCHPhCHMeNMeR (2a-c: a, R = H; b, R = Me; c, R = Ph2CH), prepared from the corresponding N-substituted (1S,2R)-ephedrines, cleanly react with [Rh(CO)(2)Cl](2) in benzene, affording complexes with P,N-chelating (3a, 4b) or monodentate (5b,c and 7c) ligands, depending on the steric bulk of the amino group and metal-to-ligand ratio. Treatment of the chloro-bridged dimer 7c with AgClO4 in methylene chloride gives the cationic complex 8c, containing not only P,N-chelating aminophosphinite but also a Ph group of a N-diphenylmethyl fragment coordinated to Rh in an unusual eta(2) fashion. Formation of the chiral center at nitrogen occurs stereoselectively, and complexes 3a and 8c exist as single diastereomers in the solid state and in solution. The structures of 3a and 8c were established by single-crystal X-ray diffraction.
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页码:4706 / 4711
页数:6
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共 28 条
[1]   NEUTRAL RHODIUM(I) AMINOPHOSPHINE-PHOSPHINITE COMPLEXES - SYNTHESIS, STRUCTURE, AND USE IN CATALYTIC ASYMMETRIC HYDROGENATION OF ACTIVATED KETO COMPOUNDS - CRYSTAL-STRUCTURE OF [(S)-1-(DICYCLOHEXYLPHOSPHINO)-2-(((DICYCLOHEXYLPHOSPHINO)OXY)METHYL)-PYRROLIDINE](2,4-PENTANEDIOMATO-O,O')RHODIUM(I) [J].
AGBOSSOU, F ;
CARPENTIER, JF ;
HATAT, C ;
KOKEL, N ;
MORTREUX, A ;
BETZ, P ;
GODDARD, R ;
KRUGER, C .
ORGANOMETALLICS, 1995, 14 (05) :2480-2489
[2]   RHODIUM AND IRIDIUM COMPLEXES WITH THE PN DONOR LIGAND (C6H5)2P(CH2)2C5H4N - CRYSTAL AND MOLECULAR-STRUCTURES OF IR(PN)2(CO)CL, IR(PN)(CO)CL, AND [RH(PN)2]PF6 [J].
ANDERSON, MP ;
CASALNUOVO, AL ;
JOHNSON, BJ ;
MATTSON, BM ;
MUETING, AM ;
PIGNOLET, LH .
INORGANIC CHEMISTRY, 1988, 27 (09) :1649-1658
[3]   ENANTIOSELECTIVE ADDITION OF DIETHYLZINC TO ALDEHYDES CATALYZED BY CHIRAL HYDROXY AMINAL [J].
ASAMI, M ;
INOUE, S .
CHEMISTRY LETTERS, 1991, (04) :685-688
[4]   ACTIVATION AND ETA-2-COORDINATION OF ARENES - CRYSTAL AND MOLECULAR-STRUCTURE OF AN (ETA-2-HEXAFLUOROBENZENE)RHODIUM COMPLEX [J].
BELT, ST ;
DUCKETT, SB ;
HELLIWELL, M ;
PERUTZ, RN .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (14) :928-930
[5]   AN EMPIRICAL CORRECTION FOR ABSORPTION ANISOTROPY [J].
BLESSING, RH .
ACTA CRYSTALLOGRAPHICA SECTION A, 1995, 51 :33-38
[6]   N-SUBSTITUTED AMINO-ACIDS .2. THE REDUCTIVE AKLYLATION OF AMINO-ACIDS [J].
BOWMAN, RE .
JOURNAL OF THE CHEMICAL SOCIETY, 1950, (MAY) :1346-1349
[7]   ASYMMETRIC CATALYZES .23. OPTICALLY-ACTIVE AMINOPHOSPHANES - SYNTHESIS AND USE IN THE RH-CATALYZED ENANTIOSELECTIVE HYDROSILYLATION [J].
BRUNNER, H ;
WEBER, H .
CHEMISCHE BERICHTE-RECUEIL, 1985, 118 (08) :3380-3395
[8]   DEHYDROGENATION OF 1,3-CYCLOHEXADIENE BY (HRH[P(O-I-C3H7)3]2)2 - PREPARATION, DYNAMIC NMR, AND X-RAY CRYSTAL-STRUCTURE OF [ETA-3-CH2C6(CH3)5]RH[P(O-I-C3H7)3]2 [J].
BURCH, RR ;
MUETTERTIES, EL ;
DAY, VW .
ORGANOMETALLICS, 1982, 1 (01) :188-197
[9]   A ruthenium(II) complex with a C-2-symmetric diphosphine/diamine tetradentate ligand for asymmetric transfer hydrogenation of aromatic ketones [J].
Gao, JX ;
Ikariya, T ;
Noyori, R .
ORGANOMETALLICS, 1996, 15 (04) :1087-1089
[10]   Chelate ring-opening ruthenium complexes: X-ray crystal structure and solution studies of cis,trans-bis(2-dimethyl-aminoethyl)diphenylphosphino(dichloro)ruthenium(II) [J].
Guo, ZJ ;
Habtemariam, A ;
Sadler, PJ ;
James, BR .
INORGANICA CHIMICA ACTA, 1998, 273 (1-2) :1-7