Solid-state NMR study of the tautomerism of acetylacetone included in a host matrix

被引：15

作者：

Claramunt, RM

López, C

Lott, S

María, MDS

Alkorta, I

Elguero, J

机构：

[1] Univ Nacl Educ Distancia, Fac Ciencias, Dept Quim Organ & Bioorgan, E-28040 Madrid, Spain

[2] CSIC, Inst Quim Med, Ctr Quim Organ Manuel Lora Tamayo, E-28006 Madrid, Spain

来源：

HELVETICA CHIMICA ACTA | 2005年 / 88卷 / 07期

关键词：

D O I：

10.1002/hlca.200590148

中图分类号：

O6 [化学];

学科分类号：

0703 [化学];

摘要：

The tautomerism of the enol form of acetylacetone (= pentane-2,4-dione; 1) inside a host cavity has been studied by means of solid-state C-13-NMR spectroscopy (SSNMR) using the variable-temperature CPMAS technique. It appears that the enol form, 4-hydroxypent-3-en-2-one (1a), exists in an equilibrium with an identical tautomer (1c) trough O-(HO)-O-... proton transfer. The experimental results (energy barrier and chemical shifts) were rationalized by means of MP2 and GIAO calculations.

引用

页码：1931 / 1942

页数：12

共 56 条

[1]

AGUILARPARRILLA F, 1994, J PHYS CHEM-US, V98, P8572

[2]

Do coupling constants and chemical shifts provide evidence for the existence of resonance-assisted hydrogen bonds? [J].