Home
Resources
Publications
Chirality Amplification of Porphyrin Assemblies Exclusively Constructed From Achiral Porphyrin Derivatives

Chirality Amplification of Porphyrin Assemblies Exclusively Constructed From Achiral Porphyrin Derivatives

Penglei Chen, Xiaoguang Ma, Pengfei Duan, Minghua Liu

Chemphyschem. 2006 Nov 13;7(11):2419-23.

PMID: 17022096

Abstract:

Two achiral porphyrin derivatives, 5,10,15,20-tetrakis(4-methoxyphenyl)-21H,23H-porphine (TPPOMe) and 5,10,15,20-tetrakis(4-hydroxyphenyl)-21H,23H-porphine (TPPOH), were spread onto an air/water interface. The spreading films were transferred onto solid substrates by the Langmuir-Schaefer (LS) method. Although both of the porphyrin derivatives are achiral species, the transferred LS multilayer films shows macroscopic supramolecular chirality, which is suggested to be due to the spontaneous symmetry breaking that occurs at the air/water interface. A strong CD signal is observed from the as-deposited TPPOH LS film, while a relatively weak CD signal is detected from that of TPPOMe. Interestingly, when the TPPOMe LS film was annealed in high vacuum, a significant amplification of the supramolecular chirality is observed. Atomic force microscopy observations confirm that TPPOMe form more ordered aggregates upon annealing. It is suggested that the small amount of chiral assemblies formed in the as-deposited LS film grow into larger ones following the "sergeants and soldiers" principle during the annealing process.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP22112783	5,10,15,20-Tetrakis(4-methoxyphenyl)-21H,23H-porphine		22112-78-3	Price

As a specialist in analytical chemical Products, Alfa Chemistry offers consumers a wealth of raw materials and a full range of technologies and services.

QUICK LINKS

HEADQUARTERS

Tel:

Fax:

Email: