Pendant-Type Helicene Oligomers with p-Phenylene Ethynylene Main Chains: Synthesis, Reversible Formation of Ladderlike Bimolecular Aggregates, and Control of Intramolecular and Intermolecular Aggregation

Nozomi Saito, Yutaro Kondo, Tsukasa Sawato, Masanori Shigeno, Ryo Amemiya, Masahiko Yamaguchi

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

Pendant-type (P)-helicene oligomers with p-phenylene ethynylene main chains up to a tetramer were synthesized by a building block method. The (P)-tetramer reversibly formed a ladderlike bimolecular aggregate upon cooling and disaggregated upon heating in (trifluoromethyl)benzene. Two bis(tetramer)s, in which two (P)-tetramers were connected by hexadecamethylene linkers, were also synthesized. The head-to-tail bis(tetramer) formed an intramolecular aggregate, and the head-to-head bis(tetramer) formed an intermolecular aggregate in toluene. The results suggest the antiparallel aggregation structure of the pendant-type (P)-tetramers. The structure of the linker was proven to be effective in controlling intramolecular and intermolecular aggregations.

Original languageEnglish
Pages (from-to)8389-8406
Number of pages18
JournalJournal of Organic Chemistry
Volume82
Issue number16
DOIs
Publication statusPublished - 2017 Aug 18

ASJC Scopus subject areas

  • Organic Chemistry

Fingerprint Dive into the research topics of 'Pendant-Type Helicene Oligomers with p-Phenylene Ethynylene Main Chains: Synthesis, Reversible Formation of Ladderlike Bimolecular Aggregates, and Control of Intramolecular and Intermolecular Aggregation'. Together they form a unique fingerprint.

  • Cite this