Synthesis and Investigation of a Symmetrical Bis(methoxycarbonyl)-Substituted Rubrene Derivative

Molbank 2026 Open access

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Authors: Roman A. Irgashev, Alexander Sergeyevich Steparuk, Gennady Leonidovich Rusinov, Ildar R. Sayarov, A. N. Aleksandrov, Alexey R. Tameev
DOI: 10.3390/m2122
Cited by: 1
References: 13

Abstract

A symmetrical rubrene derivative, 5,6-bis(4-(methoxycarbonyl)phenyl)-11,12-diphenyltetracene, was synthesized via the thermal dimerization of 1,1-diphenyl-3-[4-(methoxycarbonyl)phenyl]-3-chloroallene. The reaction proceeded with the low selectivity typical of the classical “rubrenic synthesis” under these conditions, affording the target tetracene and the bis(alkylidene)cyclobutene by-product in nearly equal yields of 25% each. The optical characteristics of this rubrene derivative were investigated, revealing bright orange fluorescence in a CHCl3 solution (λem = 565 nm, ΦF = 0.81, τ = 11.41 ns), which is strongly quenched in the solid state (ΦF = 0.01) due to aggregation.

Fields of Study & Subjects

Synthesis and Properties of Aromatic Compounds Cyclization and Aryne Chemistry Photochromic and Fluorescence Chemistry

Publication details

Journal / source
Molbank
Publisher
MDPI AG
Volume
2026
Issue
1
Pages
M2122–M2122
Publication date
6 January 2026
Language
EN