Correlation between carbon-carbon bond length and the ease of retro Diels-Alder reaction

Journal of Chemical Sciences

Sambasivarao Kotha1¹  Shaibal Banerjee¹  Mobin Shaikh¹ 

[1] Department of Chemistry, Indian Institute of Technology-Bombay, Powai, Mumbai, Maharashtra, 400 076, India$$

关键词: Crystal structures;    retro Diels−Alder reaction;    spirocyclic dienes.;   

DOI  :  

来源: Indian Academy of Sciences

【 摘 要 】

The bond length between C8-C9 in (1′R,4′S,4a′R,8a′S)-6′,7′-dimethyl-1′,4′,4a′,8a′-tetrahydrospiro [cyclopropane-1,9′-[1,4]methanonaphthalene]-5′,8′-dione is 1.571 (2) Å and between C7-C12 is 1.567 (2) Å which are longer than the corresponding bond length for saturated bicyclic systems (1.531-1.535Å). This paper reports the correlation between bond length and the ease of retro Diels−Alder reaction.

【 授权许可】

Unknown