114460-18-3Relevant articles and documents
Electrosynthesis of Unsymmetrical Polyaryls by a SRN1-Type Reaction
Boy, P.,Combellas, C.,Suba, C.,Thiebault, A.
, p. 4482 - 4489 (2007/10/02)
Unsymmetrical polyaryls are electrosynthesized in liquid ammonia by a single-step SRN1 reaction in the presence of a redox mediator starting from aromatic halides and 2,6-di-tert-butyl phenoxide.With monoaryl halides activated by electron-withdrawing substituents (N of pyridyl or quinolyl, trifluoromethyl, cyano, sulfone, ester, ketone, alkyl sulfide, N(1+) of anilinium), biaryls are obtained in good yields (between 50 and 95percent).The yields of ter- and quateraryls are lower (40percent maximum).The reaction is extended to other ortho-disubstituted phenols.Elimination reactions of the tert-butyl groups from the products are achieved by a Friedel-Crafts reaction using either trifluoromethanesulfonic acid or aluminum trichloride as catalysts.
Selective Electrochemical and Photochemical Syntheses of Unsymmetrical Biaryls and Their Non-linear Optical Properties
Combellas, Catherine,Gautier, Helene,Simon, Jacques,Thiebault, Andre,Tournilhac, Francois,et al.
, p. 203 - 204 (2007/10/02)
A selective synthesis of unsymmetrically substituted electron donor/electron acceptor biaryls is described which is based on an electrochemically or photochemically induced SRN1 reaction; the optical hyperpolarizability coefficients β are determined in solution for the various reaction products and found to be of the same order of magnitude as that of 4-nitro-aniline.
