Synthesis, electrochemistry, and crystal structure of N, N'-dicyanoquinonediimine (DCNQI) derivatives containing fused benzene rings

N Martin, JA Navarro, C Seoane, A Albert…

Index: Martin, Nazario; Navarro, Juan A.; Seoane, Carlos; Albert, Armando; Cano, Felix H.; et al. Journal of Organic Chemistry, 1992 , vol. 57, # 21 p. 5726 - 5730

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Citation Number: 25

Abstract

A series of novel fused aromatic N,"-dicyanoquinonediimines (DCNQI) derivatives (3, 5, 7, and 9) and N-cyanoquinonemonoimines (4, 6, 8, and 10) has been synthesized by reaction of the corresponding quinones with bis (trimethylsily1) carbodiimide (BTC). The acceptor ability is discussed in terms of both steric and electronic effects. Cyclic voltammetric data reveal two one-electron reduction waves of the corresponding radical-anion and dianion ...