138061-25-3Relevant academic research and scientific papers
Time-resolved IR studies of & α-lactones
Showalter, Brett M.,Toscane, John P.
, p. 743 - 748 (2007/10/03)
A series of & α-lactones were generated from the reaction of phenylchlorocarbene, 4-nitrophenylchlorocarbene, diphenylcarbene, bis(4-nitrophenyl)carbene and bis(4-methoxyphenyl)carbene with carbon dioxide and examined by nanosecond time-resolved infrared (TRIR) spectroscopy. Estimated second-order rate constants for the reaction of these carbenes with carbon dioxide indicate that more nucleophilic carbenes react at faster rates, in agreement with previous low-temperature matrix experiments. Spectral TRIR data confirms that the structure of & αlactones is dependent both on substituents at the & α-carbon and on solvent polarity, with electron-donating substituents and polar solvents favoring a zwitterionic ring-opened structure as opposed to the three-membered ring oxiranone form. B3LYP calculations using self-consistent reaction field (SCRF) methods also provide support for these experimental investigations. Copyright
