Hydrogen-bonding-directed molecular assembly of ferrocene bearing dipeptide chains (-L-Ala-L-Pro-NHPyMe) as an organometallic crystal architecture

被引:31
作者
Moriuchi, T [1 ]
Yoshida, K [1 ]
Hirao, T [1 ]
机构
[1] Osaka Univ, Fac Engn, Dept Appl Chem, Osaka 5650871, Japan
基金
日本学术振兴会;
关键词
ferrocene; dipeptide; hydrogen bond; chirality organized structure; cocrystal; hydrogen-bonded network; bioorganometallic chemistry;
D O I
10.1016/S0022-328X(02)02095-8
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The ferrocene 1 bearing the dipeptide chains, -L-Ala-L-Pro-NHPyMe, which was characterized by two intramolecular interchain hydrogen bondings between CO (Ala) and NH (another Ala) of each dipeptide chain to induce the chirality organized structure, was demonstrated to form a 1:2 complex with (1R,3S)-camphoric acid (CA). The single-crystal X-ray structure determination revealed a polymeric cocrystal composed of alternating units of 1 and two CA, which are linked by a network of hydrogen bonds to create the double-helical-like hydrogen-bonded molecular arrangement. (C) 2002 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:31 / 34
页数:4
相关论文
共 23 条
[11]   SOLID-STATE STRUCTURES OF HYDROGEN-BONDED TAPES BASED ON CYCLIC SECONDARY DIAMIDES [J].
MACDONALD, JC ;
WHITESIDES, GM .
CHEMICAL REVIEWS, 1994, 94 (08) :2383-2420
[12]   Self-assembly of dipeptidyl ureas: A new class of hydrogen-bonded molecular duplexes [J].
Moriuchi, T ;
Tamura, T ;
Hirao, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (32) :9356-9357
[13]   Complexation stabilized conformational regulation of ferrocene bearing podand dipeptide chains (-L-Ala-L-Pro-NHPy) [J].
Moriuchi, T ;
Yoshida, K ;
Hirao, T .
ORGANOMETALLICS, 2001, 20 (14) :3101-3105
[14]   Intramolecular conformational control in ferrocenes bearing podand dipeptide chains [J].
Moriuchi, T ;
Nomoto, A ;
Yoshida, K ;
Hirao, T .
ORGANOMETALLICS, 2001, 20 (05) :1008-1013
[15]   Chirality organization of ferrocenes bearing podand dipeptide chains: Synthesis and structural characterization [J].
Moriuchi, T ;
Nomoto, A ;
Yoshida, K ;
Ogawa, A ;
Hirao, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (01) :68-75
[16]   Chiral helicity induced by hydrogen bonding and chirality of podand histidyl moieties [J].
Moriuchi, T ;
Nishiyama, M ;
Yoshida, K ;
Ishikawa, T ;
Hirao, T .
ORGANIC LETTERS, 2001, 3 (10) :1459-1461
[17]   Characterization of ferrocene derivatives bearing podand dipeptide chains (-L-Ala-L-Pro-OR) [J].
Moriuchi, T ;
Nomoto, A ;
Yoshida, K ;
Hirao, T .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1999, 589 (01) :50-58
[18]   A highly ordered ferrocene system regulated by podand peptide chains [J].
Nomoto, A ;
Moriuchi, T ;
Yamazaki, S ;
Ogawa, A ;
Hirao, T .
CHEMICAL COMMUNICATIONS, 1998, (18) :1963-1964
[19]   Self-assembly in natural and unnatural systems [J].
Philp, D ;
Stoddart, JF .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1996, 35 (11) :1154-1196
[20]  
Prins LJ, 2001, ANGEW CHEM INT EDIT, V40, P2382, DOI 10.1002/1521-3773(20010702)40:13<2382::AID-ANIE2382>3.0.CO