Tetrakis(phenylethynyl)tetracene: A New π-Extended Rubrene Derivative

Kei Kitamura, Kenta Asahina, Yusaku Nagai, Haruki Sugiyama, Hidehiro Uekusa, Toshiyuki Hamura

研究成果: Article査読

7 被引用数 (Scopus)

抄録

An efficient synthetic route to 5,6,11,12-tetrakis(arylethynyl)tetracenes, new π-extended rubrene derivatives, was developed by means of [2+4] cycloaddition of dialkynylnaphthalyne and dialkynylisobenzofuran. Importantly, two alkynyl groups introduced into the aryne exerts a significant effect in lowering the LUMO energy, allowing practical access to sterically overcrowded polycyclic structures through an efficient HOMO–LUMO interaction. Study on the potential reactivity inherent in the peri-ethynyl-substituted tetracenes revealed several interesting reactivities. X-ray analysis of these new π-extended derivatives showed distorted structures to reduce steric repulsion due to the existence of the substituents at the peri-positions.

本文言語English
ページ(範囲)14034-14038
ページ数5
ジャーナルChemistry - A European Journal
24
53
DOI
出版ステータスPublished - 2018 9月 20

ASJC Scopus subject areas

  • 触媒
  • 有機化学

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