63077-19-0Relevant academic research and scientific papers
184. Stereoselective Hydrolysis of Substituted Cyclopropanedicarboxylates with Pig Liver Esterase
Walser, Paula,Renold, Peter,N'Goka, Victor,Hosseinzadeh, Fatemeh,Tamm, Christoph
, p. 1941 - 1952 (1991)
The hydrolysis of the meso-cyclopropane-1,2-dicarboxylates 1a-3a, 4, 5a, 6a, and 9, containing various substituents at C(3), and of the rac-3-phenylcyclopropane-1,2-dicarboxylates 7a, 8a, and 10 with pig liver esterase (PLE) is described.The stereoselectivity and absolute configurations of the products were determined.An interpretation of results was attempted on the basis of a recent active-site model for PLE.
Volumetric Study on the 1,3-Dipolar Cycloaddition Reaction of Diazodiphenylmethane with Several Olefins
Yoshimura, Yosuke,Osugi, Jiro,Nakahara, Masaru
, p. 680 - 683 (1983)
A high pressure kinetic study was made of the 1,3-dipolar cycloaddition reaction of Ph2CN2 with dimethyl maleate (DMM), dimethyl fumarate (DMF), methylacrylate (MA), maleonitrile (MN), fumaronitrile (FN), and acrylonitrile (AN) in toluene at 25 deg C.The activation volumes (ΔV*) at 1 bar obtained for DMM, DMF, MA, MN, FN, and AN are -23.4 +/- 0.5, -22.3 +/- 0.2, -19.8 +/- 0.4, -21.5 +/- 0.6, -21.0 +/- 1.1, and -23.9 +/- 0.5 cm3 mol-1, respectively.The reaction volume (ΔV) for the reaction between Ph2CN2 and DMM was determined dilatometrically by taking advantage of supersaturation of the cycloadduct in solution; ΔV = -24.5 +/- 0.5 cm3 mol-1 and ΔV*/ΔV = 0.955.The present volumetric information coupled with a kinetic analysis shows that Firestone's biradical mechanism is not the case; the concerted mechanism is supported.The experimental result is compared with that of a recent ab initio molecular orbital calculation with respect to the activation and reaction volumes.
Effect of Temperature and Solvent on the 1,3-Dipolar Cycloaddition of Diazodiphenylmethane with Several Dipolarophiles
Yoshimura, Yosuke,Osugi, Jiro,Nakahara, Masaru
, p. 3325 - 3326 (2007/10/02)
The title reaction is studied with a series of CN- or COOCH3-substituted dipolarophiles.All the reactions obey the second-order rate law.The activation enthalpies and entropies are 44-52 kJ mol-1 and -(129-166) J K-1 mol-1, respectively.The rate constants are insensitive to solvent.The reactivity and product of dimethyl maleate are anomalous.
