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- W2021004570 abstract "Abstract Complexes of dimethylsulfoxonium methylide ( 1 ) and organoboranes are crystalline for ylide·BH 3 ( 2 ), ylide·BPh 3 ( 3 ), ylide·B(C 6 F 5 ) 3 ( 4 ), and ylide·BF 3 ( 5 ). These complexes undergo exothermic rearrangement by 1,2-migration upon heating to produce homologated organoboranes and dimethylsulfoxide. Non-isothermal kinetic analysis of the differential scanning calorimetry (DSC) data for ylide·BPh 3 ( 3 ) and ylide·B(C 6 F 5 ) 3 ( 4 ) complexes was applied using the Flynn–Wall–Ozawa and Kissinger methods. The calculated apparent activation energy for the reaction of ylide·BPh 3 ( 3 ) yielded consistent results between the A 1.5 model ( E a =120 kJ mol −1 , A =4.79×10 13 min −1 ) and Kissinger method ( E a =129 kJ mol −1 , A =1.73×10 17 min −1 ). The analysis for the reaction of ylide·B(C 6 F 5 ) 3 ( 4 ) gave consistent results between R 2 , R 3 , and F 1 models with the average parameters, E a =262 kJ mol −1 , A =3.33×10 33 min −1 . The Kissinger analysis for the reaction of ylide·B(C 6 F 5 ) 3 ( 4 ) gave Arrhenius activation parameters ( E a =171 kJ mol −1 , A =7.80×10 19 min −1 ) that were higher than for the reaction of ylide·BPh 3 ( 3 ). The kinetic data revealed that the C 6 F 5 electron-deficient group has a higher activation energy for 1,2-migration and a higher entropy of activation for 1,2-migration than the C 6 H 5 group. HF/6-31G(d) ab initio calculations agree with the kinetic data." @default.
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- W2021004570 date "2004-12-01" @default.
- W2021004570 modified "2023-10-10" @default.
- W2021004570 title "Thermal stability and kinetics of ylide-borane complexes" @default.
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- W2021004570 doi "https://doi.org/10.1016/j.tca.2004.05.024" @default.
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