Synthesis of N3S, N3O, N2S2, N2O2, N2SO and N2OS porphyrins with one meso-unsubstituted carbon

被引:0
作者
Punidha, S [1 ]
Agarwal, N [1 ]
Burai, R [1 ]
Ravikanth, M [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Bombay 400076, Maharashtra, India
关键词
porphyrins; heck reaction; synthetic methods; thiophenes; furan diols;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple straightforward synthesis of N3S N2S2, N2O2, N2SO and N2OS porphyrins and an improved method for the synthesis of an N3O porphyrin with one meso-unsubstituted carbon atom are reported from readily available precursors. The reactivity of the meso-unsubstituted carbon atom was demonstrated by carrying out bromination followed by Heck coupling reactions. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004).
引用
收藏
页码:2223 / 2230
页数:8
相关论文
共 25 条
[1]   Thiaporphyrins with one, two and four unsubstituted meso-carbons:: Synthesis and functionalization [J].
Agarwal, N ;
Hung, CH ;
Ravikanth, M .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (19) :3730-3734
[2]  
Arnold DP, 2000, SYNLETT, P296
[3]   Remarkable homology in the electronic spectra of the mixed-valence cation and anion radicals of a conjugated bis(porphyrinyl)butadiyne [J].
Arnold, DP ;
Hartnell, RD ;
Heath, GA ;
Newby, L ;
Webster, RD .
CHEMICAL COMMUNICATIONS, 2002, (07) :754-755
[4]   PORPHYRIN DIMERS LINKED BY CONJUGATED BUTADIYNES [J].
ARNOLD, DP ;
NITSCHINSK, LJ .
TETRAHEDRON, 1992, 48 (40) :8781-8792
[5]   Peripherally-metallated porphyrins:: synthesis and spectra of meso-η1-palladio- and platinioporphyrins and the crystal structures of cis-{PtBr[l 0,20-diphenylporphyrinatonickel(II)-5-yl](PPh3)2} and trans-{PtBr[10,20-diphenylporphyrin-5-yl](PPh3)2}•0.25CH2Cl2 [J].
Arnold, DP ;
Healy, PC ;
Hodgson, MJ ;
Williams, ML .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2000, 607 (1-2) :41-50
[6]   Nickel complexes of 21-oxaporphyrin and 21,23-dioxaporphyrin [J].
Chmielewski, PJ ;
LatosGrazynski, L ;
Olmstead, MM ;
Balch, AL .
CHEMISTRY-A EUROPEAN JOURNAL, 1997, 3 (02) :268-278
[7]   FACILE ELABORATION OF PORPHYRINS VIA METAL-MEDIATED CROSS-COUPLING [J].
DIMAGNO, SG ;
LIN, VSY ;
THERIEN, MJ .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (22) :5983-5993
[8]   CATALYTIC CONVERSION OF SIMPLE HALOPORPHYRINS INTO ALKYL-SUBSTITUTED, ARYL-SUBSTITUTED, PYRIDYL-SUBSTITUTED, AND VINYL-SUBSTITUTED PORPHYRINS [J].
DIMAGNO, SG ;
LIN, VSY ;
THERIEN, MJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (06) :2513-2515
[9]   Mechanistic studies on the nucleophilic reaction of porphyrins with organolithium reagents [J].
Feng, XD ;
Bischoff, I ;
Senge, MO .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (26) :8693-8700
[10]   The first metal chelation by a neutral porphyrin analogue [J].
Gross, Z ;
Saltsman, I ;
Pandian, RP ;
Barzilay, CM .
TETRAHEDRON LETTERS, 1997, 38 (13) :2383-2386