Matches in SemOpenAlex for { <https://semopenalex.org/work/W1977272012> ?p ?o ?g. }
- W1977272012 endingPage "291" @default.
- W1977272012 startingPage "280" @default.
- W1977272012 abstract "Abstract DFT calculations were performed to study the tautomeric rearrangements in the isolated, monoethanol‐ and diethanol‐solvated, and dimeric forms of 4‐methyl‐1,3‐dihydro‐2 H ‐1,5‐benzodiazepin‐2‐one and 4‐methyl‐1,3‐dihydro‐2 H ‐1,5‐benzodiazepine‐2‐thione. Molecular geometries of the tautomers and transition state structures were optimized at the B3LYP/6‐31G(d) and B3LYP/6‐311++G(d,p) levels of theory. The long‐range solvent effects on the geometrical and energy parameters of tautomerization were also analyzed by use of the PCM model. The calculated relative Gibbs free energies were used to estimate the equilibrium constants. It was shown that the keto forms are more stable than the enol tautomers both in the gas phase and in solution. The activation energies of tautomerization increase in the following order: lactim–lactam, keto–enol, and imine–enamine transformations. Proton transfer in the solvated complexes and dimers is virtually effortless in relation to that in the isolated tautomers. The bulk of solvent does not substantially affect either the activation energies or the equilibrium constants. The differences between the tautomerism in 4‐methyl‐1,3‐dihydro‐2 H ‐1,5‐benzodiazepin‐2‐one and in 4‐methyl‐1,3‐dihydro‐2 H ‐1,5‐benzodiazepine‐2‐thione are discussed." @default.
- W1977272012 created "2016-06-24" @default.
- W1977272012 creator A5018428760 @default.
- W1977272012 creator A5026733952 @default.
- W1977272012 creator A5048463657 @default.
- W1977272012 creator A5050655561 @default.
- W1977272012 creator A5062999211 @default.
- W1977272012 creator A5090108680 @default.
- W1977272012 date "2009-12-22" @default.
- W1977272012 modified "2023-10-18" @default.
- W1977272012 title "DFT Study on Tautomerism of Dihydro‐2<i>H</i>‐1,5‐benzodiazepin‐2‐ones and Dihydro‐2<i>H</i>‐1,5‐benzodiazepine‐2‐thiones" @default.
- W1977272012 cites W1525777765 @default.
- W1977272012 cites W1806329941 @default.
- W1977272012 cites W1963740412 @default.
- W1977272012 cites W1966664046 @default.
- W1977272012 cites W1967172100 @default.
- W1977272012 cites W1967645263 @default.
- W1977272012 cites W1977886807 @default.
- W1977272012 cites W1978256137 @default.
- W1977272012 cites W1980653332 @default.
- W1977272012 cites W1982356449 @default.
- W1977272012 cites W1992642064 @default.
- W1977272012 cites W1993630478 @default.
- W1977272012 cites W2001067196 @default.
- W1977272012 cites W2002300380 @default.
- W1977272012 cites W2004669892 @default.
- W1977272012 cites W2008110302 @default.
- W1977272012 cites W2014767176 @default.
- W1977272012 cites W2016439870 @default.
- W1977272012 cites W2018226098 @default.
- W1977272012 cites W2018719221 @default.
- W1977272012 cites W2020777639 @default.
- W1977272012 cites W2023089949 @default.
- W1977272012 cites W2023271753 @default.
- W1977272012 cites W2024132763 @default.
- W1977272012 cites W2036059374 @default.
- W1977272012 cites W2038503919 @default.
- W1977272012 cites W2059000803 @default.
- W1977272012 cites W2059729600 @default.
- W1977272012 cites W2059975518 @default.
- W1977272012 cites W2062396602 @default.
- W1977272012 cites W2072810106 @default.
- W1977272012 cites W2081411028 @default.
- W1977272012 cites W2094771949 @default.
- W1977272012 cites W2095474273 @default.
- W1977272012 cites W2110478240 @default.
- W1977272012 cites W2124138508 @default.
- W1977272012 cites W2129579634 @default.
- W1977272012 cites W2143721451 @default.
- W1977272012 cites W2143981217 @default.
- W1977272012 cites W2172810566 @default.
- W1977272012 cites W2321929254 @default.
- W1977272012 cites W2950419943 @default.
- W1977272012 cites W2952388866 @default.
- W1977272012 cites W2952751796 @default.
- W1977272012 cites W4242697244 @default.
- W1977272012 cites W2953021484 @default.
- W1977272012 doi "https://doi.org/10.1002/ejoc.200900689" @default.
- W1977272012 hasPublicationYear "2009" @default.
- W1977272012 type Work @default.
- W1977272012 sameAs 1977272012 @default.
- W1977272012 citedByCount "19" @default.
- W1977272012 countsByYear W19772720122012 @default.
- W1977272012 countsByYear W19772720122013 @default.
- W1977272012 countsByYear W19772720122014 @default.
- W1977272012 countsByYear W19772720122015 @default.
- W1977272012 countsByYear W19772720122016 @default.
- W1977272012 countsByYear W19772720122017 @default.
- W1977272012 countsByYear W19772720122019 @default.
- W1977272012 countsByYear W19772720122020 @default.
- W1977272012 countsByYear W19772720122021 @default.
- W1977272012 countsByYear W19772720122022 @default.
- W1977272012 crossrefType "journal-article" @default.
- W1977272012 hasAuthorship W1977272012A5018428760 @default.
- W1977272012 hasAuthorship W1977272012A5026733952 @default.
- W1977272012 hasAuthorship W1977272012A5048463657 @default.
- W1977272012 hasAuthorship W1977272012A5050655561 @default.
- W1977272012 hasAuthorship W1977272012A5062999211 @default.
- W1977272012 hasAuthorship W1977272012A5090108680 @default.
- W1977272012 hasConcept C111233374 @default.
- W1977272012 hasConcept C121332964 @default.
- W1977272012 hasConcept C132439834 @default.
- W1977272012 hasConcept C146477669 @default.
- W1977272012 hasConcept C147535893 @default.
- W1977272012 hasConcept C147597530 @default.
- W1977272012 hasConcept C155647269 @default.
- W1977272012 hasConcept C161790260 @default.
- W1977272012 hasConcept C178790620 @default.
- W1977272012 hasConcept C185592680 @default.
- W1977272012 hasConcept C2777495281 @default.
- W1977272012 hasConcept C2780471494 @default.
- W1977272012 hasConcept C58364064 @default.
- W1977272012 hasConcept C62520636 @default.
- W1977272012 hasConcept C69928629 @default.
- W1977272012 hasConcept C71240020 @default.
- W1977272012 hasConcept C97355855 @default.
- W1977272012 hasConceptScore W1977272012C111233374 @default.
- W1977272012 hasConceptScore W1977272012C121332964 @default.