Real‐time mechanistic monitoring of an acetal hydrolysis using ultrafast 2D NMR | Zendy

Queiroz Luiz H. K. | Zendy; Giraudeau Patrick | Zendy; dos Santos Fabiane A. B. | Zendy; Oliveira Kleber T. | Zendy; Ferreira Antonio G. | Zendy

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Real‐time mechanistic monitoring of an acetal hydrolysis using ultrafast 2D NMR

Author(s) -

Queiroz Luiz H. K.,

Giraudeau Patrick,

dos Santos Fabiane A. B.,

Oliveira Kleber T.,

Ferreira Antonio G.

Publication year - 2012

Publication title -

magnetic resonance in chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.483

H-Index - 72

eISSN - 1097-458X

pISSN - 0749-1581

DOI - 10.1002/mrc.3827

Subject(s) - chemistry , acetal , heteronuclear single quantum coherence spectroscopy , hemiacetal , hydrolysis , computational chemistry , carbon 13 nmr , ultrashort pulse , proton nmr , nuclear magnetic resonance spectroscopy , organic chemistry , laser , physics , optics

Ultrafast (UF) 2D NMR makes it possible to obtain a 2D NMR spectrum in less than a second. Here, UF‐HSQC experiments are used for the real‐time mechanistic study of an acetal hydrolysis at ¹³C natural abundance, and it is possible to characterize the presence of the hemiacetal, an intermediate with a well‐known short lifetime. The assignments are confirmed and rationalized by quantum calculations of ¹H and ¹³C NMR chemical shifts and natural bonding orbital analysis. Copyright © 2012 John Wiley & Sons, Ltd.

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