18908-70-8Relevant academic research and scientific papers
Synthesis of diarylmethanes via a Friedel-Crafts benzylation using arenes and benzyl alcohols in the presence of triphenylphosphine ditriflate
Khodaei, Mohammad Mehdi,Nazari, Ehsan
experimental part, p. 5131 - 5135 (2012/09/22)
Triphenylphosphine ditriflate (TPPD) was found to be an efficient promoter for the Friedel-Crafts benzylation of arenes with benzyl alcohols in CH 2Cl2 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.
Induced diastereoselectivity in photodecarboxylation of 2-phenylpropionic acid in faujasite zeolites
Lalitha,Pitchumani,Srinivasan
, p. 4455 - 4459 (2007/10/03)
Irradiation of 2-phenylpropionic acid in various cation-exchanged faujasites leads to predominant formation of dl-2,3-diphenylbutane over the meso-isomer (in marked contrast to photolysis in isotropic media) and this zeolite-induced diastereoselectivity i
Selective arylation of exocyclic N-position of 2-pyrimidylnitrenium ion photolytically generated from tetrazolo[1,5-a]pyrimidine in the presence of trifluoroacetic acid
Takeuchi, Hiroshi,Watanabe, Keiichi
, p. 478 - 484 (2007/10/03)
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 p = -2.9 and by effects of solvent nucleophilicity and counter-anions. The selective exocyclic N-arylation giving 3-5 is discussed.
Photodecarboxylation of 2-phenylpropionic acid in solution and included within β-cyclodextrin
Consuelo Jimenez,Miranda, Miguel A.,Tormos, Rosa
, p. 2953 - 2958 (2007/10/02)
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 C-C bond α to the carboxy group, which affords 1-phenylethyl radical (PER) as key intermediate. The α,α coupling of PER in solution to give 3 is nonstereoselective; by contrast, formation of the meso isomer is preferred upon inclusion of 1 within β-cyclodextrin. This is attributed to the coupling of two long-lived PER-CD units.
REACTION OF MONOSUBSTITUTED AROMATIC HYDROCARBONS WITH STYRENE
Grushin, A. I.,Grigor'ev, V. V.,Prokof'ev, K. V.,Kozlova, N. M.
, p. 1991 - 1993 (2007/10/02)
1,1-Phenylarylethanes were obtained by the reaction of styrene with some monosubstituted aromatic hydrocarbons in the presence of titanium tetrachloride.It was established that electron-donating substituents have an effect on the yield of the arylalkylation products.
