Synthesis of a Double-Helical Naphthotetraindole Core via an Intramolecular Dehydrogenative Homocoupling Reaction.

Org Lett

Key Laboratory of Green Chemistry and Technology of Ministry of Education, College of Chemistry , Sichuan University, 29 Wangjiang Road , Chengdu 610064 , P.R. China.

Published: February 2019

A novel naphthotetraindole (NTI) core was synthesized in two steps via the McMurry reaction and a [Cu]/[Ag]-promoted intramolecular dehydrogenative homocoupling reaction. NTI shows a unique X-shaped double-helical structure as determined by single-crystal X-ray diffraction analysis. The hole-transport mobility of the bare NTI core was measured to be 2.3 × 10 cm V s, which is comparable with the commonly used Spiro-OMeTAD.

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http://dx.doi.org/10.1021/acs.orglett.8b04059DOI Listing

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