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

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

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

Chemistry. 2018 Sep 20;24(53):14034-14038.

PMID: 30070763

Abstract:

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.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP517511	Rubrene		517-51-1	Price

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