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- W2334802823 endingPage "3537" @default.
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- W2334802823 abstract "The Diels–Alder reactions of cyclopentadiene, cyclohexadiene, and cycloheptadiene with a series of dienophiles were studied with quantum mechanical calculations (M06-2X density functional theory) and analyzed with the distortion/interaction model. The poor reactivities of cyclohexadiene and cycloheptadiene with dienophiles that give relatively synchronous transition states result from the substantial distortion required to achieve a transition state involving the formation of two bonds of the diene simultaneously. However, highly asynchronous or stepwise reactions result in less distortion of the diene and less differences in reactivities of different dienes. The transition state geometry of cyclopentadiene is less distorted in the asynchronous reaction with 1,1-dicyanoethylene compared to that with cis- and trans-1,2-dicyanoethylenes, which react through synchronous transition states." @default.
- W2334802823 created "2016-06-24" @default.
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- W2334802823 date "2015-03-19" @default.
- W2334802823 modified "2023-09-30" @default.
- W2334802823 title "Theoretical Analysis of Reactivity Patterns in Diels–Alder Reactions of Cyclopentadiene, Cyclohexadiene, and Cycloheptadiene with Symmetrical and Unsymmetrical Dienophiles" @default.
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- W2334802823 doi "https://doi.org/10.1021/acs.joc.5b00174" @default.
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