Unexpected dimerization of 1,3-dimethyl-5-methylenebarbituric acid revealed by a combined experimental and computational study

被引：2

作者：

Doser, Bernd ^{[1
]}

Sweidan, Kamal ^{[2
]}

Kuhn, Norbert ^{[3
]}

Ochsenfeld, Christian ^{[1
]}

机构：

[1] Univ Munich, Dept Chem, Chair Theoret Chem, D-81377 Munich, Germany

[2] Univ Jordan, Dept Chem, Fac Sci, Amman, Jordan

[3] Univ Tubingen, Inst Inorgan Chem, Morgenstelle 8, D-72076 Tubingen, Germany

来源：

JOURNAL OF PHYSICAL ORGANIC CHEMISTRY | 2015年 / 28卷 / 05期

关键词：

ab initio; barbituric acid; cyclobutane; NMR; puckering angle; MOLECULAR-ORBITAL METHODS; GAUSSIAN-BASIS SETS; WORKSTATION COMPUTERS; PERTURBATION-THEORY; APPROXIMATION; ATOMS; CYCLOBUTANE; EXCHANGE;

D O I：

10.1002/poc.3417

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A comparison of experimental and calculated C-13-nuclear magnetic resonance chemical shifts reveals the molecular structure of a dimer that was obtained by an unexpected dimerization of 1,3-dimethyl-5-methylenebarbituric acid. Furthermore, the puckering angle of the cyclobutane unit linking the six-membered rings is discussed in detail. The influence of substituents on 1,3-position of the cyclobutane ring on the puckering angle is demonstrated based on 1,1,3,3-tetramethylcyclobutane. Copyright (c) 2015 John Wiley & Sons, Ltd.

引用

页码：354 / 357

页数：4

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