77787-42-9Relevant academic research and scientific papers
THE BREX-5-YL SYSTEM. A UNIQUELY STRUCTURED NORBORNYL HOMOLOG
Nickon, Alex,Weglein, Raymond C.,Mathew, C. Thomas
, p. 302 - 313 (2007/10/02)
The brexane skeleton functionalized at C-5 is perceived as potentially usefull for various machanistic studies.Our present objective was to prepare and characterize brex-5-yl derivatives and to seek spectroscopic evidence for geometric distortion in the skeleton.The structures synthesized include brex-4-ene, brex-5-one, both of the epimeric brexan-5-ols, and various derivatives of these compounds.Spectroscopic data ( ir, 1H nmr, and uv ) are compared with those from relevant model compounds and are most simply interpreted on the basis of a twist in the brexyl skeleton.This distortion imparts more exocharacter to the C-H bonds at C-4 and more endo character to the C-H bonds at C-5.As an extension of the useful terms geminal and vicinal, we propose the word hominal to represent a 1,3-relationship between two groups.
