4460-50-8Relevant academic research and scientific papers
RADICAL-ANIONS OF AROMATIC COMPOUNDS. IV. N,N,N-TRIMETHYLPHENYLAMMONIUM PERCHLORATE - A MODEL REAGENT FOR THE INVESTIGATION OF FACTORS DETERMINING THE RATIO OF THE NUCLEOPHILIC AND ELECTRON-DONATING CHARACTERISTICS OF THE BENZOPHENONE RADICAL-ANION IN REACTIONS WITH ELECTROPHILES
Selivanov, B. A.,Bil'kis, I. I.,Danilov, I. S.,Shteingarts, V. D.
, p. 1888 - 1896 (2007/10/02)
In reaction with N,N,N-trimethylphenylammonium perchlorate in tetrahydrofuran the potassium salt of the benzophenone radical-anion exhibits dual reactivity, acting both as nucleophile and as electron donor.From the ratio of products corresponding to methylation and phenylation of the potassium salt of the benzophenone radical-anion it was found that the ratio of the reaction rates of the latter in these two directions amounts to approximately 3 : 2.It was concluded that N,N,N-trimethylphenylammonium perchlorate and its derivatives can be used as models for investigating the effect of various factors on the ratio of the nucleophilic and electron-donating characteristics of the benzophenone radical-anion in reactions with electrophilic reagents.
