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■ Controlled Synthesis of Electron Deficient Nitro-1H-benzotriazoles

Callum J. McHugh, Daniel R. Tackley, and Duncan Graham*

*Department of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL, U.K.

Abstract

Nitro-1H-benzotriazole derivatives containing electron withdrawing substitutents in the ortho and meta positions to the nitro group have been synthesized by the simple and direct nitration of the parent 1H-benzotriazoles. The route of nitration and assignment of isomerism in these compounds is proposed based upon high level density functional theory (DFT) calculations.