Self-assembly of monopyrazolylporphyrins by hydrogen bonding in solution

被引:54
作者
Ikeda, C [1 ]
Nagahara, N [1 ]
Motegi, E [1 ]
Yoshioka, N [1 ]
Inoue, H [1 ]
机构
[1] Keio Univ, Dept Appl Chem, Kohoku Ku, Yokohama, Kanagawa 2238522, Japan
关键词
D O I
10.1039/a904513i
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The self-associated structures of two noble meso-(monopyrazolyltritolyl)porphyrins synthesized via their NH-protected precursors have been studied by H-1 NMR, FT-IR and ESI MS measurements; meso-(pyrazol-4-yl)porphyrin and meso-(3,5-dimethylpyrazol-4-yl)porphyrin form a dimer and a tetramer, respectively, in solution due to intermolecular hydrogen bonding between pyrazole units.
引用
收藏
页码:1759 / 1760
页数:2
相关论文
共 27 条
[1]   HYDROGEN BONDING OF PYRAZOLE IN CARBON TETRACHLORIDE SOLUTION [J].
ANDERSON, DM ;
DUNCAN, JL ;
ROSSOTTI, FJ .
JOURNAL OF THE CHEMICAL SOCIETY, 1961, (JAN) :140-&
[2]   DYNAMIC INTERMOLECULAR TAUTOMERISM OF 3,5-DIMETHYLPYRAZOLE IN THE SOLID-STATE BY C-13 CP/MAS NMR-SPECTROSCOPY AND X-RAY CRYSTALLOGRAPHY [J].
BALDY, A ;
ELGUERO, J ;
FAURE, R ;
PIERROT, M ;
VINCENT, EJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (18) :5290-5291
[3]   Hydrogen-bonded porphyrinic solids: Supramolecular networks of octahydroxy porphyrins [J].
Bhyrappa, P ;
Wilson, SR ;
Suslick, KS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (36) :8492-8502
[4]  
CHAN AC, 1984, J CHEM SOC P1, P1483
[5]  
Connors K. A., 1987, BINDING CONSTANTS
[6]   INDUCTION OF PEPTIDE CONFORMATION AT APOLAR WATER INTERFACES .1. A STUDY WITH MODEL PEPTIDES OF DEFINED HYDROPHOBIC PERIODICITY [J].
DEGRADO, WF ;
LEAR, JD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (25) :7684-7689
[7]   Self-assembly of a multi-porphyrin supramolecular macrocycle by hydrogen bond molecular recognition [J].
Drain, CM ;
Russell, KC ;
Lehn, JM .
CHEMICAL COMMUNICATIONS, 1996, (03) :337-338
[8]  
DUCHARME Y, 1988, J ORG CHEM, V53, P5789
[9]   PROTON-TRANSFER IN SOLID HETEROCYCLES - AN X-RAY AND CPMAS NMR-STUDY [J].
ELGUERO, J ;
CANO, FH ;
FOCESFOCES, C ;
LLAMASSAIZ, AL ;
LIMBACH, HH ;
AGUILARPARRILLA, F ;
CLARAMUNT, RM ;
LOPEZ, C .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1994, 31 (03) :695-700
[10]   Synthesis and properties of cyclic ruthenium(II) porphyrin tetramers [J].
Funatsu, K ;
Imamura, T ;
Ichimura, A ;
Sasaki, Y .
INORGANIC CHEMISTRY, 1998, 37 (08) :1798-1804