SYNTHESIS AND CRYSTAL-STRUCTURE OF A NEW C-2-SYMMETRICAL CHIRAL BIS-SULFOXIDE LIGAND AND ITS PALLADIUM(II) COMPLEX

被引：119

作者：

TOKUNOH, RO

SODEOKA, M

AOE, K

SHIBASAKI, M

机构：

[1] UNIV TOKYO,FAC PHARMACEUT SCI,BUNKYO KU,TOKYO 113,JAPAN

[2] TANABE SEIYAKU CO LTD,ANALYT RES LAB,YODOGAWA KU,OSAKA 532,JAPAN

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 44期

关键词：

D O I：

10.1016/0040-4039(95)01701-I

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new chiral bis-sulfoxide ligand (S,S)-1,2-bis(p-tolylsulfinyl)benzene (BTSB), which prossesses S.S-bidentate chelating donor atoms on an aromatic ring, was synthesized. Pd, Rh, and Ru readily gave adducts with this ligand. The crystal structure of PdCl2[btsb-S,S']. 2(C6H6) showed that this ligand had C-2-symmetric S-coordination. Moderate asymmetric induction was observed in the Pd-catalyzed allylic substitution using BTSB as a ligand.

引用

收藏

页码：8035 / 8038

页数：4

相关论文

共 17 条

[1] KETENE ALKYLTRIALKYLSILYL ACETALS - SYNTHESIS, PRYOLYSIS AND NMR STUDIES [J].

AINSWORTH, C ;

CHEN, F ;

KUO, YN .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1972, 46 (01) :59-+

[2] ENANTIOSELECTIVE PALLADIUM-CATALYZED ALLYLIC SUBSTITUTION - ELECTRONIC AND STERIC EFFECTS OF THE LIGAND [J].

ALLEN, JV ;

BOWER, JF ;

WILLIAMS, JMJ .

TETRAHEDRON-ASYMMETRY, 1994, 5 (10) :1895-1898

[3] OPTICALLY ACTIVE SULFOXIDES . SYNTHESIS + ROTATORY DISPERSION OF SOME DIARYL SULFOXIDES [J].

ANDERSEN, KK ;

FOLEY, JW ;

GAFFIELD, W ;

PAPANIKOLAU, NE ;

PERKINS, RI .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (24) :5637-+

[4] SYNTHESIS OF NEW OPTICALLY-ACTIVE SULFOXIDES WITH CHELATING PROPERTIES [J].

BALDENIUS, KU ;

KAGAN, HB .

TETRAHEDRON-ASYMMETRY, 1990, 1 (09) :597-610

[5] CATALYTIC ACTIVITY OF CHIRAL BETA-HYDROXYSULFOXIDES IN THE ENANTIOSELECTIVE ADDITION OF DIETHYLZINC TO BENZALDEHYDE [J].

CARRENO, MC ;

RUANO, JLG ;

MAESTRO, MC ;

CABREJAS, LMM .

TETRAHEDRON-ASYMMETRY, 1993, 4 (04) :727-734

[6] STEREOELECTRONIC EFFECTS ON THE CHELATING PROPERTIES OF [2-(METHYLSULFINYL)ETHYL]DIPHENYLARSINE AND ITS PHOSPHORUS ANALOG [J].

CHOOI, SYM ;

RANFORD, JD ;

LEUNG, PH ;

MOK, KF .

TETRAHEDRON-ASYMMETRY, 1994, 5 (09) :1805-1814

[7]

Davis J. A., 1981, ADV INORG CHEM, V24, P115

[8] DICHLOROTETRAKIS(DIMETHYL SULPHOXIDE)RUTHENIUM(II) AND ITS USE AS A SOURCE MATERIAL FOR SOME NEW RUTHENIUM(II) COMPLEXES [J].

EVANS, IP ;

SPENCER, A ;

WILKINSO.G .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1973, (02) :204-209

[9] MODIFICATION OF OPTICALLY-ACTIVE FERROCENYLPHOSPHINE LIGANDS FOR PALLADIUM-CATALYZED ASYMMETRIC ALLYLIC ALKYLATION [J].

HAYASHI, T ;

YAMAMOTO, A ;

HAGIHARA, T ;

ITO, Y .

TETRAHEDRON LETTERS, 1986, 27 (02) :191-194

[10] CATALYTIC ASYMMETRIC HYDROGENATION USING RUTHENIUM(II) COMPLEXES WITH CHELATING CHIRAL SULFOXIDE LIGANDS [J].

JAMES, BR ;

MCMILLAN, RS .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1977, 55 (22) :3927-3932