Origin, control, and application of supramolecular chirogenesis in bisporphyrin-based systems.
The rationalization of various aspects of the mechanism of chirality induction in supramolecular assemblies based upon the complexes formed between an ethane-linked bisoctaethylporphyrin and chiral ligands is described. The influence of various controlling factors such as bonding strength, host-guest steric interactions, equilibria and thermodynamic parameters, temperature and solvent effects, role of the center metal ion, stoichiometry, and phase transition on the chirality induction processes have been investigated, and the results and implications are discussed. As a result of such detailed understanding, it is possible to employ this bisporphyrin system as an effective chirality sensor for the determination of absolute configuration.
Borovkov
Victor V
VV
Entropy Control Project, ICORP, JST, 4-6-3 Kamishinden, Toyonaka-shi, Osaka 560-0085, Japan.
Hembury
Guy A
GA
Inoue
Yoshihisa
Y
D001665:Binding Sites; D004980:Ethane / Q000737:chemistry; D008024:Ligands; D046911:Macromolecular Substances; D008274:Magnesium / Q000737:chemistry; D008670:Metals / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D011166:Porphyrins / Q000737:chemistry* / Q000378:metabolism; D013816:Thermodynamics; D015032:Zinc / Q000737:chemistry
D008024:Ligands; D046911:Macromolecular Substances; D008670:Metals; D011166:Porphyrins; D008274:Magnesium; D015032:Zinc; D004980:Ethane