Elemental steps of the thermodynamics of dihydropyrimidine: a new class of organic hydride donorsElectronic supplementary information (ESI) available: Detailed NMR, CV, OSWV and ITC spectra of dihydropyrimidine derivatives; the plots of thermodynamic parameters against the Hammett substituent parameter. See DOI: 10.1039/c6ob02195f
25 Dihydropyrimidine derivatives, a new class of organo-hydrides, were designed and synthesized by the Biginelli reaction. For the first time, the thermodynamic driving forces of the six elemental steps to obtain a hydride in acetonitrile were determined by isothermal titration and electrochemical m...
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| Main Authors | , |
|---|---|
| Format | Journal Article |
| Language | English |
| Published |
20.12.2016
|
| Online Access | Get full text |
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| Summary: | 25 Dihydropyrimidine derivatives, a new class of organo-hydrides, were designed and synthesized by the Biginelli reaction. For the first time, the thermodynamic driving forces of the six elemental steps to obtain a hydride in acetonitrile were determined by isothermal titration and electrochemical methods, respectively. The effects of molecular structures and substituents on these thermodynamic parameters were examined, uncovering some interesting structure-reactivity relationships. Both the thermodynamic and kinetic studies show that the hydride transfer from dihydropyrimidines to 9-phenylxanthylium (PhXn
+
ClO
4
−
) prefers a concerted mechanism.
Elemental steps of the thermodynamics of dihydropyrimidine derivatives (a new class of organo-hydrides) to release a hydride have been determined in acetonitrile. |
|---|---|
| Bibliography: | Electronic supplementary information (ESI) available: Detailed NMR, CV, OSWV and ITC spectra of dihydropyrimidine derivatives; the plots of thermodynamic parameters against the Hammett substituent parameter. See DOI 10.1039/c6ob02195f |
| ISSN: | 1477-0520 1477-0539 |
| DOI: | 10.1039/c6ob02195f |