✦ LIBER ✦
Relative acidities and structure analysis of cis and trans isomers of 1,5-oxazaspiro[5.5] undecane derivatives by multinuclear magnetic resonance
✍ Scribed by Jorge Antonio Guerrero-Álvarez; Wendy Paloma Mas-Ku; Cesar Garcías-Morales; Armando Ariza-Castolo
- Publisher
- John Wiley and Sons
- Year
- 2010
- Tongue
- English
- Weight
- 219 KB
- Volume
- 48
- Category
- Article
- ISSN
- 0749-1581
- DOI
- 10.1002/mrc.2592
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✦ Synopsis
Abstract
The relative acidities of the cis and trans isomers of a series of 1,5‐oxazaspiro[5.5]undecane derivatives were determined by measuring Δp__K__ in acid‐base titrations followed by ^1^ H NMR. Relative structural stabilities were determined by measuring substituent chemical shift and γ‐gauche effects in ^13^C, ^15^N, and ^17^O NMR. Crystallographic characterization of a model spiro[5.5]undecane is presented to support the basicity in solid state. Copyright © 2010 John Wiley & Sons, Ltd.