| Literature DB >> 15339157 |
Masahiro Murakami1, Shinji Ashida, Takanori Matsuda.
Abstract
The unidirectional thermal ring-closing reaction of cis-4-phenyl-5-borylpenta-1,2,4-triene giving 4-boryl-3-methylene-1-phenylcyclobutene proceeded significantly faster than that of the trans-isomer. The large rate difference between the cis- and trans-stereoisomers is ascribed to electronic participation of the vacant boron p orbital in the transition state SHOMO.Entities:
Year: 2004 PMID： 15339157 DOI： 10.1021/ja046429y
Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419