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• W4385341231 endingPage "10540" @default.
• W4385341231 startingPage "10531" @default.
• W4385341231 abstract "The mechanism, reactivity, and selectivity of the aza-Prins reaction in both the bulk solution and under [Ga4L6]12- (L = N,N-bis(2,3-dihydroxybenzoyl)-1,5-diaminonaphthalene) supramolecular catalysis were studied by means of theoretical calculations. In bulk solution, the steric effect and donor–acceptor interaction which favor the parallel-conformation transition state, in the selectivity-determining cyclization step, account for the observed chemoselectivity that leads to the alcohol product. While under the [Ga4L6]12– catalysis, the host–guest noncovalent interaction and confinement effect are more critical and make the vertical-conformation transition state more favorable, i.e., switch the chemoselectivity of the reaction that leads to the piperidine product. The presented calculations explain the reactivities of substrates by the cavity size-determined guest recognition. The computational findings are in good agreement with experiment. This work sheds light on development of more efficient and selective supramolecular catalysis." @default.
• W4385341231 created "2023-07-29" @default.
• W4385341231 creator A5031062448 @default.
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• W4385341231 creator A5057472135 @default.
• W4385341231 date "2023-07-28" @default.
• W4385341231 modified "2023-10-17" @default.
• W4385341231 title "Mechanism and Origins of Selectivity in the Supramolecular [Ga₄L₆]^12–-Catalyzed Aza-Prins Reaction: The Mechanistic Studies" @default.
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• W4385341231 doi "https://doi.org/10.1021/acscatal.3c02756" @default.
• W4385341231 hasPublicationYear "2023" @default.
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