First syntheses of fused pyrroloporphyrins

被引:74
作者
Jaquinod, L [1 ]
Gros, C [1 ]
Olmstead, MM [1 ]
Antolovich, M [1 ]
Smith, KM [1 ]
机构
[1] UNIV CALIF DAVIS,DEPT CHEM,DAVIS,CA 95616
关键词
D O I
10.1039/cc9960001475
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(2-Nitro-5,10,15,20-tetraphenylporphyrinato)nickel(II) reacts with alpha-isocyanoacetic esters in the presence of DBU to give the first beta-fused pyrroloporphyrins, the pyrrole ring in the fused system being shown to undergo typical pyrrole-type chemistry; the corresponding zinc(II) complex affords a novel cyclopropanochlorin (characterized by X-ray crystallography), when treated with an alpha-isocyanoacetic ester.
引用
收藏
页码:1475 / 1476
页数:2
相关论文
共 22 条
[1]   EFFICIENT PERIPHERAL FUNCTIONALIZATION OF PORPHYRINS [J].
BALDWIN, JE ;
CROSSLEY, MJ ;
DEBERNARDIS, J .
TETRAHEDRON, 1982, 38 (05) :685-692
[2]  
BARTON DHR, 1990, TETRAHEDRON, V46, P7587
[3]   OPP-DIBENZOPORPHYRINS FROM BENZOPYRROMETHENE DERIVATIVES [J].
BONNETT, R ;
MCMANUS, KA .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (09) :1129-1130
[4]   THE SYNTHESIS AND ATTEMPTED RING-CLOSURE OF ETHYL 3-(AMINOMETHYL)-7,8,12,13,17,18-HEXAETHYLPORPHYRIN-2-CARBOXYLATE [J].
BROWN, RFC ;
PERLMUTTER, P ;
TOPE, HK .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1995, 48 (08) :1447-1452
[5]   ACID-CATALYZED ISOMERIZATION AND THERMAL REARRANGEMENT OF NICKEL HOMOPORPHYRINS [J].
CALLOT, HJ ;
TSCHAMBER, T ;
SCHAEFFER, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (21) :6178-6180
[6]  
CALLOT HJ, 1972, TETRAHEDRON LETT, V11, P1011
[7]   CONTROL OF REACTIVITY AT THE PORPHYRIN PERIPHERY BY METAL-ION COORDINATION - A GENERAL-METHOD FOR SPECIFIC NITRATION AT THE BETA-PYRROLIC POSITION OF 5,10,15,20-TETRA-ARYLPORPHYRINS [J].
CATALANO, MM ;
CROSSLEY, MJ ;
HARDING, MM ;
KING, LG .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (22) :1535-1536
[8]   THE CHEMISTRY OF PYRROLIC COMPOUNDS .69. A SYNTHESIS OF ONE OF THE NATURALLY-OCCURRING BENZOPORPHYRINS [J].
CLEZY, PS ;
LEUNG, CWF .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1993, 46 (11) :1705-1710
[9]   A CONVENIENT SYNTHESIS OF 2-ALKYL-5,10,15,20-TETRAPHENYLPORPHYRINS - REACTION OF METALLO-2-NITRO-5,10,15,20-TETRAPHENYLPORPHYRINS WITH GRIGNARD AND ORGANOLITHIUM REAGENTS [J].
CROSSLEY, MJ ;
HARDING, MM ;
TANSEY, CW .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (16) :4433-4437
[10]   A NEW METHOD FOR REGIOSPECIFIC DEUTERIATION AND REDUCTION OF 5,10,15,20-TETRAPHENYLPORPHYRINS - NUCLEOPHILIC REACTION OF BOROHYDRIDE ION WITH 2-NITRO-5,10,15,20-TETRAPHENYLPORPHYRINS [J].
CROSSLEY, MJ ;
KING, LG .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (16) :4370-4375