One-step synthesis of dipyrromethanes in water

被引:107
作者
Sobral, AJFN [1 ]
Rebanda, NGCL
da Silva, M
Lampreia, SH
Silva, MR
Beja, AM
Paixao, JA
Gonsalves, AMDR
机构
[1] Univ Coimbra, Dept Chem, FCT, Coimbra, Portugal
[2] Univ Coimbra, Dept Phys, CEMDRX, FCT, Coimbra, Portugal
关键词
pyrrole; dipyrromethanes; reactions in water; X-ray crystallography;
D O I
10.1016/S0040-4039(03)00785-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In this communication we describe the first results of an efficient synthesis of beta-free-dipyrromethanes in water. This new method affords very pure products in moderate to high yields, using a cheap, non-toxic, environment friendly solvent, in a one-step procedure from pyrrole and carbonyl compounds, needing little or no work up procedures. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3971 / 3973
页数:3
相关论文
共 28 条
[1]  
[Anonymous], 2015, Acta Crystallogr., V71, P3
[2]  
BONNETT R, 1995, CHEM SOC REV, P4151
[3]   HYDROPHOBIC EFFECTS ON SIMPLE ORGANIC-REACTIONS IN WATER [J].
BRESLOW, R .
ACCOUNTS OF CHEMICAL RESEARCH, 1991, 24 (06) :159-164
[4]  
DOLPHIN D, 1978, PROPHYRINS, pCH4
[5]   A perspective on four new porphyrin-based functional materials and devices [J].
Drain, CM ;
Hupp, JT ;
Suslick, KS ;
Wasielewski, MR ;
Chen, X .
JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2002, 6 (04) :243-258
[6]   Understanding organic reactions in water: from hydrophobic encounters to surfactant aggregates [J].
Engberts, JBFN ;
Blandamer, MJ .
CHEMICAL COMMUNICATIONS, 2001, (18) :1701-1708
[7]   Intermolecular (pyrrole)N-H•••π(pyrrole) interactions in bis(2-pyrrolyl)methyl-ferrocene, an organometallic porphyrin precursor [J].
Gallagher, JF ;
Moriarty, E .
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1999, 55 :1079-1082
[8]   Effects of diverse acid catalysts on the reaction course in the two-step one-flask synthesis of meso-tetraphenylporphyrin [J].
Geier, GR ;
Lindsey, JS .
JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2002, 6 (03) :159-185
[9]   Investigation of porphyrin-forming reactions.: Part 2.: Examination of the reaction course in two-step, one-flask syntheses of meso-substituted porphyrins [J].
Geier, GR ;
Lindsey, JS .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 2001, (05) :687-700
[10]  
JIUH K, 1996, ACTA CRYSTALLOGR C, V52, P3114