Chiral Sign Selection on the J-Aggregates of Diprotonated Tetrakis-(4-sulfonatophenyl)porphyrin by Traces of Unidentified Chiral Contaminants Present in the Ultra-Pure Water Used as Solvent

被引：57

作者：

El-Hachemi, Zoubir ^{[1
]}

Escudero, Carlos ^{[1
]}

Arteaga, Oriol ^{[2
]}

Canillas, Adolf ^{[2
]}

Crusats, Joaquim ^{[1
]}

Mancini, Giovanna ^{[3
,4
]}

Purrello, Roberto ^{[5
]}

Sorrenti, Alessandro ^{[3
,4
]}

D'urso, Alessandro ^{[5
]}

Ribo, Josep M. ^{[1
]}

机构：

[1] Univ Barcelona, Dept Quim Organ, E-08028 Barcelona, Spain

[2] Univ Barcelona, Dept Fis Aplicada & Opt, E-08028 Barcelona, Spain

[3] Univ Roma La Sapienza, Dipartimento Chim, I-00185 Rome, Italy

[4] CNR, Ist Metodol Chim, Dipartimento Chim La Sapienza, I-00185 Rome, Italy

[5] Univ Catania, Dipartimento Sci Chim, I-95125 Catania, Italy

来源：

CHIRALITY | 2009年 / 21卷 / 04期

关键词：

self-assembly control; solid CD; crystallization; spontaneous chiral symmetry breaking; MIRROR SYMMETRY-BREAKING; EQUILIBRIUM SYSTEMS; PORPHYRINS; SENSITIVITY; CRYSTALLIZATION; HOMOCHIRALITY;

D O I：

10.1002/chir.20602

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Traces of biological contaminants that cannot be detected, but are expected to be present, in ultra-pure water suffice to select the emerging chiral sign in the spontaneous mirror symmetry breaking that takes place during the formation of the J-aggregates of the amphiphilic diprotonated tetrakis-(4-sulfonatophenyl)porphyrin (H4TPPS42-). This is demonstrated by competition experiments with a chiral cationic surfactant. The sensitivity of the detection depends on the hierarchical control of the H4TPPS42- self-aggregation. Chirality 21:408-412, 2009. (C) 2008 Wiley-Liss, Inc.

引用

页码：408 / 412

页数：5

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