Cyclic tetramer of a metalloporphyrin based on a quadruple hydrogen bond

被引:48
作者
Ohkawa, Haruki
Takayama, Akihiro
Nakajima, Satoshi
Nishide, Hiroyuki
机构
[1] Waseda Univ, ASMeW, Consolidated Res Inst Adv Sci & Med Care, Tokyo 1650041, Japan
[2] Waseda Univ, Dept Appl Chem, Tokyo 1698555, Japan
关键词
D O I
10.1021/ol060488u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This paper describes the selective formation of a cyclic tetramer from a readily synthesized metalloporphyrin with two self-complementary quadruple hydrogen-bonding units. The extremely strong quadruple hydrogen-bonding unit, 2-ureido-4[1H]-pyrimidinone, enabled the formation of a stable cyclic tetramer based on a tetraphenylporphyrin derivative over a wide concentration range. This hydrogen-bonded tetramer is a new functional unit for use in a higher-ordered architecture of a supramolecular porphyrin assembly.
引用
收藏
页码:2225 / 2228
页数:4
相关论文
共 49 条
[1]   A self-assembled light-harvesting array of seven porphyrins in a wheel and spoke architecture [J].
Ambroise, A ;
Li, JZ ;
Yu, LH ;
Lindsey, JS .
ORGANIC LETTERS, 2000, 2 (17) :2563-2566
[2]   Porphyrin capped with calix[4]arene derivative via hydrogen bonds [J].
Arai, S ;
Ohkawa, H ;
Ishihara, S ;
Shibue, T ;
Takeoka, S ;
Nishide, H .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2005, 78 (11) :2007-2013
[3]  
Balaban TS, 2000, EUR J ORG CHEM, V2000, P4047
[4]   Strong dimerization of ureidopyrimidones via quadruple hydrogen bonding [J].
Beijer, FH ;
Sijbesma, RP ;
Kooijman, H ;
Spek, AL ;
Meijer, EW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (27) :6761-6769
[5]   SELF-ASSEMBLY OF A BISPORPHYRIN SUPRAMOLECULAR CAGE INDUCED BY MOLECULAR RECOGNITION BETWEEN COMPLEMENTARY HYDROGEN-BONDING SITES [J].
DRAIN, CM ;
FISCHER, R ;
NOLEN, EG ;
LEHN, JM .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (03) :243-245
[6]   SELF-ASSEMBLY OF SQUARE MULTIPORPHYRIN ARRAYS BY METAL-ION COORDINATION [J].
DRAIN, CM ;
LEHN, JM .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (19) :2313-2315
[7]   Self-assembled multiporphyrin arrays mediated by self-complementary quadruple hydrogen bond motifs [J].
Drain, CM ;
Shi, XX ;
Milic, T ;
Nifiatis, F .
CHEMICAL COMMUNICATIONS, 2001, (03) :287-288
[8]   Synthesis and energy-transfer properties of hydrogen-bonded oligofluorenes [J].
Dudek, SP ;
Pouderoijen, M ;
Abbel, R ;
Schenning, APHJ ;
Meijer, EW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (33) :11763-11768
[9]  
Folmer BJB, 2000, ADV MATER, V12, P874, DOI 10.1002/1521-4095(200006)12:12<874::AID-ADMA874>3.3.CO
[10]  
2-3