Assisted formation of chiral porphyrin homoaggregates by an induced helical poly(phenylacetylene) template and their chiral memory

被引:97
作者
Onouchi, H
Miyagawa, T
Morino, K
Yashima, E [1 ]
机构
[1] Nagoya Univ, Grad Sch Engn, Dept Mol Design & Engn, Chikusa Ku, Nagoya, Aichi 4648603, Japan
[2] Japan Sci & Technol Agcy, ERATO, Yashima Super Struct Helix Project, Moriyama Ku, Nagoya, Aichi, Japan
[3] Nagoya Univ, Venture Business Lab, Chikusa Ku, Nagoya, Aichi 4648603, Japan
关键词
aggregation; chirality; chiral memory; helical structures; J-aggregates; porphyrinoids;
D O I
10.1002/anie.200504162
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Figure Presented) Long-term memory aid: A one-handed helical poly(phenylacetylene) with positively charged pendant groups can serve as the template for supramolecular helical arrays of achiral porphyrins with opposite charges in acidic water. The supramolecular chirality induced in the porphyrin aggregates can be memorized even after the template helical polymer loses its optical activity and inverts into the opposite helicity. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:2381 / 2384
页数:4
相关论文
共 30 条
[1]   ABSORPTION AND RAMAN-SCATTERING BY AGGREGATED MESO-TETRAKIS(P-SULFONATOPHENYL)PORPHINE [J].
AKINS, DL ;
ZHU, HR ;
GUO, C .
JOURNAL OF PHYSICAL CHEMISTRY, 1994, 98 (14) :3612-3618
[2]  
Balaban T. S., 2003, ANGEW CHEM, V115, P2190, DOI 10.1002/ange.200250465
[3]   Controlling chirality and optical properties of artificial antenna systems with self-assembling porphyrins [J].
Balaban, TS ;
Bhise, AD ;
Fischer, M ;
Linke-Schaetzel, M ;
Roussel, C ;
Vanthuyne, N .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (19) :2140-2144
[4]   Self-assembly of methyl zinc (3(1)R)- and (3(1)S)-bacteriopheophorbides d [J].
Balaban, TS ;
Tamiaki, H ;
Holzwarth, AR ;
Schaffner, K .
JOURNAL OF PHYSICAL CHEMISTRY B, 1997, 101 (17) :3424-3431
[5]   Template-imprinted chiral porphyrin aggregates [J].
Bellacchio, E ;
Lauceri, R ;
Gurrieri, S ;
Scolaro, LM ;
Romeo, A ;
Purrello, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (47) :12353-12354
[6]   MODELS FOR THE PIGMENT ORGANIZATION IN THE CHLOROSOMES OF PHOTOSYNTHETIC BACTERIA - DIASTEREOSELECTIVE CONTROL OF IN-VITRO BACTERIOCHLOROPHYLL C(S) AGGREGATION [J].
CHIEFARI, J ;
GRIEBENOW, K ;
GRIEBENOW, N ;
BALABAN, TS ;
HOLZWARTH, AR ;
SCHAFFNER, K .
JOURNAL OF PHYSICAL CHEMISTRY, 1995, 99 (04) :1357-1365
[7]   Helical polymer-anchored porphyrin nanorods [J].
de Witte, PAJ ;
Castriciano, M ;
Cornelissen, JJLM ;
Scolaro, LM ;
Nolte, RJM ;
Rowan, AE .
CHEMISTRY-A EUROPEAN JOURNAL, 2003, 9 (08) :1775-1781
[8]   Schizophyllan acts as a one-dimensional host to accommodate 5,10,15,20-tetrakis(4-carboxyphenyl)porphyrinatozinc acetate to produce its fibrous superstructure [J].
Hasegawa, T ;
Fujisawa, T ;
Numata, M ;
Li, C ;
Bae, AH ;
Haraguchi, S ;
Sakurai, K ;
Shinkai, S .
CHEMISTRY LETTERS, 2005, 34 (08) :1118-1119
[9]   INDUCED CD AND INTERACTION OF SOME PORPHYRIN DERIVATIVES WITH ALPHA-HELICAL POLYPEPTIDES IN AQUEOUS-SOLUTIONS [J].
IKEDA, S ;
NEZU, T ;
EBERT, G .
BIOPOLYMERS, 1991, 31 (11) :1257-1263
[10]  
Kobayashi T., 1996, J-Aggregates, DOI DOI 10.1142/3168