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ABC‐Type meso ‐Triaryl‐Substituted Subporphyrins (Eur. J. Org. Chem. 19/2014)
Author(s) -
Yoshida Kota,
Mori Hirotaka,
Tanaka Takayuki,
Mori Tadashi,
Osuka Atsuhiro
Publication year - 2014
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201490051
Subject(s) - chemistry , enantiomer , dome (geology) , crystal structure , type (biology) , aryl , stereochemistry , crystallography , polymer chemistry , organic chemistry , geology , alkyl , paleontology
The cover picture shows Takamatsu‐zuka Tomb, a dome‐shaped ancient burial mound located in Asuka Village, Nara Prefecture, Japan. The dome‐shaped Takamatsu‐zuka Tomb is reminiscent of the domical geometry of a subporphyrin. ABC‐type subporphyrins bearing three different meso substituents were synthesized by a condensation reaction of AB‐type tripyrrane with aroyl chloride using boron as a template. Various aryl groups can be introduced at the meso positions, with some of them inducing dramatic changes on the optical properties. As a result of their domed structure, ABC‐type subporphyrins, in theory, should be chiral. Indeed, two enantiomers were observed in crystal motifs and successfully separated by chiral HPLC. Details are discussed in the article by T. Mori, A. Osuka et al. on p. 3997 ff.