Scalable synthesis of quaterrylene: solution-phase 1H NMR spectroscopy of its oxidative dication

Rajesh Thamatam; Sarah L. Skraba; Richard P. Johnson

doi:10.1039/C3CC46270F

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Scalable synthesis of quaterrylene: solution-phase ¹H NMR spectroscopy of its oxidative dication†

Rajesh Thamatam,^a Sarah L. Skraba^a and Richard P. Johnson*^a

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* Corresponding authors

^a Department of Chemistry and Materials Science Program, University of New Hampshire, Durham, USA
E-mail: Richard.johnson@unh.edu
Tel: +1-603-862-2302

Abstract

Quaterrylene is prepared in a single reaction and high yield by Scholl-type coupling of perylene, utilizing trifluoromethanesulfonic acid as catalyst and DDQ or molecular oxygen as oxidant. Dissolution in 1 M triflic acid/dichloroethane with sonication yields the aromatic quaterrylene oxidative dication, which is characterized by its ¹H NMR spectrum.

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Article information

DOI: https://doi.org/10.1039/C3CC46270F
Article type: Communication
Submitted: 15 Aug 2013
Accepted: 28 Aug 2013
First published: 29 Aug 2013

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Chem. Commun., 2013,49, 9122-9124

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Scalable synthesis of quaterrylene: solution-phase ¹H NMR spectroscopy of its oxidative dication

R. Thamatam, S. L. Skraba and R. P. Johnson, Chem. Commun., 2013, 49, 9122 DOI: 10.1039/C3CC46270F

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Chemical Communications