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Updated: Jan 30, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Synthesis of a Double-Helical Naphthotetraindole Core via an Intramolecular Dehydrogenative Homocoupling Reaction
Xuesong Zheng1, Rongchuan Su1, Zhishuo Wang1
1Key Laboratory of Green Chemistry and Technology of Ministry of Education, College of Chemistry , Sichuan University , 29 Wangjiang Road , Chengdu 610064 , P.R. China.
Abstract:
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 × 10-5 cm2 V-1 s-1, which is comparable with the commonly used Spiro-OMeTAD.
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