Chiral ruthenium complexes with P,N-ligands derived from (S)-proline

被引：22

作者：

Kuznetsov, VF ^{[1
]}

Yap, GPA ^{[1
]}

Alper, H ^{[1
]}

机构：

[1] Univ Ottawa, Dept Chem, Ctr Catalysis Res & Innovat, Ottawa, ON K1N 6N5, Canada

来源：

ORGANOMETALLICS | 2001年 / 20卷 / 07期

关键词：

D O I：

10.1021/om000894w

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

[Ru-2(OAc)(4)] cleanly reacts with 2-(S)-diphenylphosphinomethylpyrrolidine (PPro) and 2-(S)-diphenylphosphinomethyl-N-methylpyrrolidine (PProMe) to give trans, trans, trans-[Ru(OAc)(2)(PPro)(2)] (2) and [Ru(OAc)(2)(PProMe)(2)], respectively, which possess stereogenic nitrogen atoms. The latter complex exists as the cis-P,P-cis-P,N-(Delta)-stereoisomer (Delta -3) in THF and as the (Delta)-stereoisomer (Delta -5) with cis-P,P-trans-N,N coordination geometry in MeOH. Formation of N-based stereocenters occurs selectively, and complexes 2, 3, and 5 are present as single epimers in solution and in the solid state. Thermolysis of Delta -3 in boiling dioxane affords (Delta)- and (Delta)-stereoisomers of the carbene ruthenium complex (7), due to facile dehydrogenation of the N-Me groups of the ligand.

引用

页码：1300 / 1309

页数：10

共 27 条

[11] 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

[12] COMPLEXES OF THE PLATINUM METALS .33. SYNTHESIS OF SOME RUTHENIUM AND OSMIUM SULFONATE DERIVATIVES - X-RAY CRYSTAL-STRUCTURE OF AQUA(CARBONYL)-BIS(TOLUENE-PARA-SULPHONATO)BIS(TRIPHENYLPHOSPHINE)RUTHENIUM(II) [J].

HARDING, PA ;

ROBINSON, SD ;

HENRICK, K .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1988, (02) :415-420

[13] CHIRAL (BETA-AMINOALKYL)PHOSPHINES - HIGHLY EFFICIENT PHOSPHINE-LIGANDS FOR CATALYTIC ASYMMETRIC GRIGNARD CROSS-COUPLING [J].

HAYASHI, T ;

KONISHI, M ;

FUKUSHIMA, M ;

KANEHIRA, K ;

HIOKI, T ;

KUMADA, M .

JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (13) :2195-2202

[14] Preparation, crystal structure and mechanism of formation of a novel dinuclear carbopentazane complex, [Rh-2(PPh(3))(4){(NH2NH)(2)CH2}][NO3](2) [J].

Heaton, BT ;

Jacob, C ;

Monks, GL ;

Hursthouse, MB ;

Ghatak, I ;

Somerville, RG ;

Heggie, W ;

Page, PR ;

Villax, I .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1996, (01) :61-67

[15] SYNTHETIC METHODOLOGIES FOR TRIPODAL PHOSPHINES - THE PREPARATION OF MESI(CH(2)PPH(2))(3) AND N-BUSN(CH(2)PPH(2))(3) AND A COMPARISON OF THEIR RHODIUM(I) AND RUTHENIUM(II) COORDINATION CHEMISTRY - THE X-RAY CRYSTAL-STRUCTURES OF [RH(NBD)(N-BUSN(CH(2)PPH(2))(3))] (OTF) AND [RH(NBD)(MESI(CH(2)PPH(2))(3))](OTF) [J].

HEROLD, S ;

MEZZETTI, A ;

VENANZI, LM ;

ALBINATI, A ;

LIANZA, F ;

GERFIN, T ;

GRAMLICH, V .

INORGANICA CHIMICA ACTA, 1995, 235 (1-2) :215-231

[16]

HIROI K, 1991, CHEM PHARM BULL, V39, P616

[17] Rhodium complexes with chiral aminophosphinite derivatives of ephedrine [J].

Kuznetsov, VF ;

Facey, GA ;

Yap, GPA ;

Alper, H .

ORGANOMETALLICS, 1999, 18 (23) :4706-4711

[18] THE SYNTHESIS, MAGNETIC, ELECTROCHEMICAL, AND SPECTROSCOPIC PROPERTIES OF DIRUTHENIUM(II,II) TETRA-MU-CARBOXYLATES AND THEIR ADDUCTS - X-RAY STRUCTURES OF RU2(O2CR)4L2(R=ME,L=H2O OR TETRAHYDROFURAN R=ET,L=ME2CO) [J].

LINDSAY, AJ ;

WILKINSON, G ;

MOTEVALLI, M ;

HURSTHOUSE, MB .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1985, (11) :2321-2326

[19] Synthesis and reactivity of RuCp*(kappa(2)(P,N)-Ph2PCH2CH2NMe2)Cl. Chelate-assisted methyl C-H activation and formation of the novel complex [RuCp*(kappa(3)(P,N,C)-Ph2PCH2CH2N(CH2)Me)Cl]BPh4 [J].

Mauthner, K ;

Slugovc, C ;

Mereiter, K ;

Schmid, R ;

Kirchner, K .

ORGANOMETALLICS, 1997, 16 (09) :1956-1961

[20] BINAP-RUTHENIUM(II) DICARBOXYLATE COMPLEXES - NEW, HIGHLY EFFICIENT CATALYSTS FOR ASYMMETRIC HYDROGENATIONS [J].

OHTA, T ;

TAKAYA, H ;

NOYORI, R .

INORGANIC CHEMISTRY, 1988, 27 (03) :566-569

← 1 2 3 →