TETRAOXA[22]PORPHYRIN(2.2.2.2) DICATION AND TETRAOXA[24]PORPHYRINOGENS(2.2.2.2)

被引:31
作者
MARKL, G [1 ]
SAUER, H [1 ]
KREITMEIER, P [1 ]
BURGEMEISTER, T [1 ]
KASTNER, F [1 ]
ADOLIN, G [1 ]
NOTH, H [1 ]
POLBORN, K [1 ]
机构
[1] UNIV MUNICH,INST ANORGAN CHEM,W-8000 MUNICH,GERMANY
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1994年 / 33卷 / 11期
关键词
D O I
10.1002/anie.199411511
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Very flexible and antiaromatic versus relatively rigid and aromatic—that is the difference between [24]porphyrinogen 1 and its oxidation product [22]porphyrin dication 2. Although both compounds occur in the cis, trans, cis, trans configuration, the protons along the inner perimeter of 2 are shifted roughly 20.5 ppm upfield, and the outer protons are shifted approximately 8.4 ppm downfield relative to the corresponding protons in 1. (Figure Presented.) Copyright © 1994 by VCH Verlagsgesellschaft mbH, Germany
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页码:1151 / 1153
页数:3
相关论文
共 27 条
[1]   5 REDOX STAGES OF TETRAOXAPORPHYRIN - A UV/VISIBLE/NEAR-IR, ESR, AND MO-THEORETICAL STUDY [J].
BACHMANN, R ;
GERSON, F ;
GESCHEIDT, G ;
VOGEL, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (27) :10855-10860
[2]  
DAUB J, COMMUNICATION
[3]   SYNTHESIS AND PROPERTIES OF ANNULENE POLYOXIDES [J].
ELIX, JA .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1969, 22 (09) :1951-&
[4]   TETRAPYRROLE BIOSYNTHESIS .4. N,N',N'',N'''-TETRAMETHYLPORPHYRINOGEN [J].
FRANCK, B ;
WEGNER, C .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1975, 14 (06) :424-424
[5]   TOPICAL PROBLEMS IN THE BIOSYNTHESIS OF RED BLOOD PIGMENT [J].
FRANCK, B .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1982, 21 (05) :343-353
[6]  
FRANCK B, 1975, ANGEW CHEM, V87, P419
[7]  
FRANCK B, 1982, ANGEW CHEM, V94, P327
[8]   SYNTHESIS OF A FOURFOLD ENLARGED PORPHYRIN WITH AN EXTREMELY LARGE, DIAMAGNETIC RING-CURRENT EFFECT [J].
GOSMANN, M ;
FRANCK, B .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1986, 25 (12) :1100-1101
[9]  
Gosmann M, 1986, ANGEW CHEM, V98, P1107
[10]   ACETYLENE-CUMULENE PORPHYRINOIDS [J].
JUX, N ;
KOCH, P ;
SCHMICKLER, H ;
LEX, J ;
VOGEL, E .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1990, 29 (12) :1385-1387