29531-65-5Relevant academic research and scientific papers
Aminobenzenes, 21. - Electron Transfer in the Reactions of Halogeno ?-complexes of 1,3,5-Tris(1-pyrrolidinyl)benzene with Nucleophiles
Effenberger, Franz,Baeuerle, Peter,Seufert, Walter,Stohrer, Wolf-Dieter
, p. 193 - 200 (2007/10/02)
Iodo, bromo, chloro , and thiocyanato ?-complexes 4, accessible as crystalline compounds from 1,3,5-tris(1-pyrrolidinyl)benzene (1) with halogens and dirhodan, respectively, react with nucleophiles or bases under dehalogenation, deprotonation, dimerization, or H ?-complex formation.The product formation depends on the redox potentials of the ?-complexes ( acceptors) and the nucleophiles ( donors) , on the leaving tendency of the substituents on C-1 of the ?-complexes, and on the reaction time.The unexpected reactions are interpreted by an electron transfer from the nucleophile Y to the ?-complex A+ to give the radical A., a subsequent heterolytic dissociation to the 1,3,5-tris(1-pyrrolidinyl)benzene radical cation C+., and its follow-up reactions (addition of nucleophiles, dimerization, and H abstaction).The H ?-complex 6 results as the most stable final product after long reaction times because of its lowest acceptor properties and poor nucleofugal leaving tendency of a hydride ion.
Aminobenzenes. 19. Dimeric ?-complexes: Intermediates in the Oxidative Dimerization of Aromatics
Effenberger, Franz,Mack, Karl-Ernst,Niess, Rolf,Reisinger, Friedrich,Steinbach, Adalbert,et al.
, p. 4379 - 4386 (2007/10/02)
Dimeric ?-complexes 2, postulated intermediates in the oxidative dimerization of aromatics, were obtained by oxidation of tripyrrolidin-1-ylbenzenes 1a-f with silver nitrate.Treatment of 2 with strong base gave biphenyls 4.In solution, especially under th
