Synthesis of diarylmethanes via a Friedel–Crafts benzylation using arenes and benzyl alcohols in the presence of triphenylphosphine ditriflate
作者:Mohammad Mehdi Khodaei、Ehsan Nazari
DOI:10.1016/j.tetlet.2012.07.051
日期:2012.9
Triphenylphosphine ditriflate (TPPD) was found to be an efficient promoter for the Friedel–Craftsbenzylation of arenes with benzyl alcohols in CH2Cl2 at room temperature. The good yields, the 1:1 molar ratio of arene and benzyl alcohol, the benzylation of chlorobenzene as a nonactivated aromatic compound at room temperature, and no by-product formation are the main advantages of this procedure.
Photodecar☐ylation of 2-phenylpropionic acid in solution and included within β-cyclodextrin
作者:M. Consuelo Jiménez、Miguel A. Miranda、Rosa Tormos
DOI:10.1016/0040-4020(95)00027-6
日期:1995.3
Photolysis of 2-phenylpropionic acid (1) in acetonitrile, methanol or benzene leads to ethylbenzene (2), 2,3-diphenylbutane (3d,l and meso), 1-(2-ethylphenyl)-1-phenylethane (4), 1-(4-ethylphenyl)-1-phenylethane (5) and acetophenone (6). In cyclohexane or carbon tetrachloride, solvent derived products are formed. These results involve homolytic cleavage of the CC bond α to the car☐y group, which affords
Grushin, A. I.; Grigor'ev, V. V.; Prokof'ev, K. V., Journal of Organic Chemistry USSR (English Translation), 1985, vol. 21, # 10, p. 1991 - 1993
作者:Grushin, A. I.、Grigor'ev, V. V.、Prokof'ev, K. V.、Kozlova, N. M.
DOI:——
日期:——
Selective arylation of exocyclicN-position of 2-pyrimidylnitrenium ion photolytically generated from tetrazolo-[1,5-a]pyrimidine in the presence of trifluoroacetic acid
Photo-reactions of tetrazolo[1,5-a]pyrimidine (1) with benzene (2a) and substituted benzenes (2b-f) in the presence of trifluoroacetic acid (TFA) gave 2-(2-, 3- and 4-substituted anilino)pyrimidines (3-5) together with 2-aminopyridine (6) and biphenyl (7) or diarylmethanes (8b, 8c and 8e). From the effect of heavy-atom solvent on the reactions, it is reasonable to assume that 3-5 are formed via a singlet species, but 6-8 via a triplet species. The intermediacy of 2-pyrimidylnitrenium ion is consistent with the evidence derived by the above effect, by a Hammett plot with rho = -2.9 and by effects of solvent nucleophilicity and counter-anions. The selective exocyclic N-arylation giving 3-5 is discussed. (C) 1998 John Wiley & Sons, Ltd.
Induced diastereoselectivity in photodecarboxylation of 2-phenylpropionic acid in faujasite zeolites
作者:A. Lalitha、K. Pitchumani、C. Srinivasan
DOI:10.1016/s0040-4020(01)00377-5
日期:2001.5
Irradiation of 2-phenylpropionic acid in various cation-exchanged faujasites leads to predominant formation of dl-2,3-diphenylbutane over the meso-isomer tin marked contrast to photolysis in isotropic media) and this zeolite-induced diastereoselectivity is attributed to steric and electronic factors. (C) 2001 Elsevier Science Ltd. All rights reserved.