66365-92-2Relevant academic research and scientific papers
Facile synthesis of diphenylmethyl esters from 2-diphenylmethoxypyridine using catalytic boron trifluoride·diethyl etherate
La, Minh Thanh,Kim, Hee-Kwon
, p. 1855 - 1859 (2018)
A practical method for the direct preparation of diphenylmethyl (DPM) esters from 2-diphenylmethoxypyridine is described. The reaction was readily performed in the presence of a catalytic amount of boron trifluoride-diethyl etherate at room temperature. Using this reaction protocol, various carboxylic acids were converted to DPM esters with high yields. This method is highly effective for the protection of carboxylic acids and the synthesis of DPM esters, and offers a promising approach for facile esterification of a variety of carboxylic acids.
Transmission of Polar Effects. Part 20. Ionisation and Esterification, with Diazodiphenylmethane, of a Series of 8-(2-Substituted Phenyl)-1-naphthoic and 2- and 4-(8-Substituted 1-Naphthyl)benzoic acids
Bowden, Keith,Ghadir, Khalaf D. F.
, p. 1329 - 1332 (2007/10/02)
The pKa-values of a series of 8-(2-substituted phenyl)-1-naphthoic and 2- and 4-(8-substituted 1-naphthyl)benzoic acids have been determined in 80percent (w/w) 2-methoxyethanol-water at 25 deg C.The rate coefficients for the esterification of t
Kinetics of Esterification of Biphenyl-4-carboxylic Acid and 1-Naphthoic Acid with Diazodiphenylmethane in Aprotic Solvents
Ananthakrishnanandar, P.,Kannan, N.,Varghesedharumaraj, G.
, p. 331 - 333 (2007/10/02)
The kinetics of esterification of biphenyl-4-carboxylic acid and 1-naphthoic acid with diazodiphenylmethane at 37 deg C have been studied in several aprotic solvents.Values ofk0, the limiting second order rate constant at = 0 have been evaluated.The log k0 values for the reactions of biphenyl-4-carboxylic acid and 1-naphthoic acid in all these solvents are linearly related to the corresponding values for benzoic acid.Multiple correlations of log k0 with groups of solvent parameters are very successful.
Kinetics of the Reactions of Biphenyl-4-carboxylic Acids and 1-Naphthoic Acids with Diazodiphenylmethane in Various Alcohols
Ananthakrishnanadar, P.,Kannan, N.,Varghesedharumaraj, G.
, p. 505 - 510 (2007/10/02)
Rate constants have been determined for the reactions at 30, 35, and 40 deg C of diazodiphenylmethane with 4'-substituted biphenyl-4-carboxylic acids and 4-substituted 1-naphthoic acids in 14 alcohols.Hammett ρ values have been evaluated for the reactions in 11 of the alcohols.The log k values for reactions of biphenyl-4-carboxylic acid and 1-naphthoic acid in the 14 alcohols are linearly related to the corresponding values for benzoic acid.Multiple correlations of log k with groups of suitable solvent parameters are very successful.The dielectric effect has a negative influence on ρ values which decrease with temperature.The transmission of electronic effects through the biphenyl ring system is compared with that in benzene.
Kinetics of Reactions of Biphenyl-4-carboxylic Acids with Diazodiphenylmethane in 2-Methoxyethanol
Ananthakrishnanadar, P.,Kannan, N.
, p. 978 - 980 (2007/10/02)
The rate constants for the esterification of a series of 2'-, 3'-, and 4'-substituted biphenyl-4-carboxylic acids with diazodiphenylmethane in 2-methoxyethanol at 30 deg, 35 deg, 40 deg and 50 deg have been determined.The effect of 3'- and 4'-substituents conforms to the Hammett linear free energy relationship.The low ρ-value (0.30 at 30 deg) obtained in the case of 3'- and 4'-substituted substrates is indicative of lack of coplanarity between the two rings in biphenyl.The reactivity of 2'-substituents lends support to the existence of ?-electron steric effect.The invariance of R-values with temperature is indicative of a common intermediate for esterification and etherification.
Reactions of Biphenyl Carboxylic Acids and Naphthoic Acids with Diazodiphenylmethane in Various Alcohols
Ananthakrishnanadar, P.,Kannan, N.,Tharumaraj, G. Varghese
, p. 621 - 622 (2007/10/02)
The R values in the title reactions have been measured in various alcohols.These values are almost independent of temperature and increase by electron attracting substituents in acids and by bulky alkyl groups in alcohols.
