STEREOCHEMICAL STUDIES ON REVERSIBLE METAL NITROGEN TRANSFER OF ALKYL AND ARYL GROUPS IN CHIRAL COBALT(III) PORPHYRINS - RELEVANCE TO THE MECHANISM OF A METABOLIC HEME INACTIVATION PROCESS

被引:23
作者
KONISHI, K [1 ]
SUGINO, T [1 ]
AIDA, T [1 ]
INOUE, S [1 ]
机构
[1] UNIV TOKYO,FAC ENGN,DEPT SYNTHET CHEM,BUNKYO KU,TOKYO 113,JAPAN
关键词
D O I
10.1021/ja00017a020
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Resolution of the antipodes of chiral sigma-alkyl- and sigma-aryl-cobalt(III) complexes of etioporphyrin I was first achieved, where the latter was shown to be much more stable than the former toward thermal racemization. Use of these antipodes for stereochemical studies on the mechanism of reversible cobalt-nitrogen transfer of alkyl and aryl groups in cobalt porphyrins revealed that the transfers from cobalt to nitrogen and from nitrogen to cobalt both take place in intramolecular fashions.
引用
收藏
页码:6487 / 6491
页数:5
相关论文
共 29 条
[21]   FORMATION OF A SIGMA-BONDED ARYLIRON COMPLEX IN THE REACTION OF ARYLHYDRAZINES WITH HEMOGLOBIN AND MYOGLOBIN [J].
KUNZE, KL ;
DEMONTELLANO, PRO .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (05) :1380-1381
[22]  
LAVALLEE DK, 1987, CHEM BIOCH N SUBSTIT, P261
[23]   REVERSIBLE IRON NITROGEN MIGRATION OF ALKYL, ARYL, OR VINYL GROUPS IN IRON PORPHYRINS - A POSSIBLE PASSAGE BETWEEN ORTHO-FE-II(PORPHYRIN)(R) AND FE-II(N-R)(PORPHYRIN) COMPLEXES [J].
MANSUY, D ;
BATTIONI, JP ;
DUPRE, D ;
SARTORI, E ;
CHOTTARD, G .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (22) :6159-6161
[24]   COMPARISON OF THE HEMOGLOBIN REACTIONS WITH METHYL-HYDRAZINE AND PHENYL-HYDRAZINE - INTERMEDIATE FORMATION OF A HEMOGLOBIN FE(II)-METHYLDIAZENE COMPLEX [J].
MANSUY, D ;
BATTIONI, P ;
MAHY, JP ;
GILLET, G .
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1982, 106 (01) :30-36
[25]   STERIC DEFORMATION - THE SYNTHESIS OF N-METHYL ETIOPORPHYRIN .1. [J].
MCEWEN, WK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1946, 68 (04) :711-713
[26]  
OGOSHI H, 1974, J CHEM SOC CHEM COMM, P943
[27]   CHROMATOGRAPHIC RESOLUTION .12. OPTICAL RESOLUTION OF BETA-BLOCKERS BY HPLC ON CELLULOSE TRIPHENYLCARBAMATE DERIVATIVES [J].
OKAMOTO, Y ;
KAWASHIMA, M ;
ABURATANI, R ;
HATADA, K ;
NISHIYAMA, T ;
MASUDA, M .
CHEMISTRY LETTERS, 1986, (07) :1237-1240
[28]   CHROMATOGRAPHIC RESOLUTION .11. CONTROLLED CHIRAL RECOGNITION OF CELLULOSE TRIPHENYLCARBAMATE DERIVATIVES SUPPORTED ON SILICA-GEL [J].
OKAMOTO, Y ;
KAWASHIMA, M ;
HATADA, K .
JOURNAL OF CHROMATOGRAPHY, 1986, 363 (02) :173-186
[29]  
TSOU TT, 1982, J AM CHEM SOC, V104, P623, DOI 10.1021/ja00366a046