A carbon-centered radical unreactive toward oxygen: unusual radical stabilization by a lactone ring |
| |
Authors: | Scaiano Martin Yap Ingold |
| |
Institution: | Department of Chemistry, University of Ottawa, Ontario, Canada. |
| |
Abstract: | A lactone ring confers unusual stability to a diphenylmethyl-like radical that is virtually unreactive toward oxygen. Thus, the radical derived from HP-136 is about 10,000 times less reactive than typical carbon-centered radicals. A reversible reaction with oxygen is proposed by analogy with triphenylmethyl; however, the association constant is about 1000 times smaller for HP-136 than for triphenylmethyl. While the lactone ring greatly influences the reactivity, the spectroscopy of the HP-136-derived radical is in line with that expected for a substituted diphenylmethyl radical. |
| |
Keywords: | |
本文献已被 PubMed 等数据库收录! |
|