dc.contributor.author |
Lillo, Víctor J.
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dc.contributor.author |
Mansilla, Javier
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dc.contributor.author |
Saá Rodríguez, José Manuel
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dc.date.accessioned |
2018-10-09T08:35:33Z |
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dc.identifier.uri |
http://hdl.handle.net/11201/147999 |
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dc.description.abstract |
Proton transfer is central to the understanding of chemical processes. More so in addition reactions of the type NuH + E → Nu-EH taking place under solvent-free and catalyst-free conditions. Herein we show that the addition of alcohols or amines (the NuH component) to imine derivatives (the E component), in 1 : 1 ratio, under solvent-free and catalyst-free conditions, are efficient methods to access N,O and N,Nacetal derivatives. In addition, computational studies reveal that they are catalyzed reactions involving two or even three NuH molecules operating in a cooperative manner as H-bonded NuH⋯(NuH)n⋯NuH associates (many body effects) in the transition state through a concerted proton shuttling mechanism (addition of alcohols) or stepwise proton shuttling mechanism (addition of amines), thereby facilitating the key proton transfer step |
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dc.format |
application/pdf |
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dc.relation.isformatof |
Versió postprint del document publicat a: https://doi.org/10.1039/c8ob01007b |
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dc.relation.ispartof |
Organic & Biomolecular Chemistry, 2018, vol. 16, p. 4527-4536 |
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dc.rights |
(c) Lillo, Víctor J. et al., 2018 |
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dc.subject.classification |
547 - Química orgànica |
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dc.subject.other |
547 - Organic chemistry |
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dc.title |
The role of proton shuttling mechanisms in solvent-free and catalyst-free acetalization reactions of imines |
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dc.type |
info:eu-repo/semantics/article |
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dc.type |
info:eu-repo/semantics/acceptedVersion |
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dc.date.updated |
2018-10-09T08:35:33Z |
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dc.date.embargoEndDate |
info:eu-repo/date/embargoEnd/2019-07-01 |
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dc.embargo |
2019-07-01 |
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dc.subject.keywords |
Organocatálisis no covalente |
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dc.subject.keywords |
Química Sostenible |
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dc.rights.accessRights |
info:eu-repo/semantics/embargoedAccess |
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dc.identifier.doi |
https://doi.org/10.1039/c8ob01007b |
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