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Synthesis, Double‐Helix Formation, and Higher‐Assembly Formation of Chiral Polycyclic Aromatic Compounds: Conceptual Development of Polyketide Aldol Synthesis
Author(s) -
Yamaguchi Masahiko,
Shigeno Masanori,
Saito Nozomi,
Yamamoto Koji
Publication year - 2014
Publication title -
the chemical record
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.61
H-Index - 78
eISSN - 1528-0691
pISSN - 1527-8999
DOI - 10.1002/tcr.201300014
Subject(s) - helicene , polyketide , chemistry , chirality (physics) , aldol reaction , non covalent interactions , molecule , stereochemistry , enantioselective synthesis , helix (gastropod) , combinatorial chemistry , organic chemistry , biosynthesis , catalysis , hydrogen bond , biology , enzyme , ecology , nambu–jona lasinio model , chiral symmetry breaking , physics , quantum mechanics , snail , quark
Polycyclic aromatic compounds are an important group of substances in chemistry, and the study of their properties is a subject of interest in the development of drugs and materials. We have been conducting studies to develop chiral polycyclic aromatic compounds, i.e., helicenes and equatorenes. These helical molecules showed notable aggregate‐forming properties and the capability for chiral recognition exerted by noncovalent bond interactions, which were not observed in compounds with central chirality. Homo‐ and hetero‐double‐helix‐forming helicene oligomers were developed, and the latter self‐assembled to form gels and vesicles. In this article, we describe such hierarchical studies of polycyclic aromatic compounds, which were started from polyketide aldol synthesis.