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BIBTEX RIS

Further Evidence for the Triplet Mechanism in the Photosubstitution of Nitroaryl Ethers in Alkaline Medium.

1993; Elsevier BV; Volume: 49; Issue: 15 Linguagem: Inglês

10.1016/s0040-4020(01)89887-2

1464-5416

João Baptista Sargi Bonilha, Antônio Cláudio Tedesco, Lázaro C. Nogueira, Maria Teresa Ribeiro Silva Diamantino, Júlio Cesar Carreiro,

Photochemistry and Electron Transfer Studies

Mechanistic studies show that nitroaryl ethers (3-nitroanisole, 3-nitrophenetole, n-butyl 3-nitrophenyl ether, 2-chloro-5-nitroanisole, 2-bromo-5-nitroanisole and 3,5-dinitro anisole) undergo nucleophilic aromatic photosubstitution with hydroxide ions through an SN23Ar* mechanism. An investigation of the quenching of exited states of nitroanyl ethers by bromide and thiosulfate ions in aqueous solutions is reported and lends support to the proposed SN23Ar* mechanism.