31366-13-9Relevant articles and documents
Matrix-IR spectroscopic investigations of the thermolysis and photolysis of diazoamides
Wentrup, Curt,Bibas, Herve,Kuhn, Arvid,Mitschke, Ullrich,McMills, Mark C.
, p. 10705 - 10717 (2013/11/19)
Matrix photolysis of N,N-dialkyldiazoacetamides 1a-d at 7-10 K results in either the formation of C-H insertion products (in case of N,N-dimethyl and N,N-diethyl diazoamides) or almost exclusive Wolff rearrangement to ketenes (in the case of the cyclic di
Ultrafast time-resolved infrared spectroscopy study of the photochemistry of N,N-diethyldiazoacetamide: rearrangement in the excited state
Zhang, Yunlong,Burdzinski, Gotard,Kubicki, Jacek,Platz, Matthew S.
supporting information; body text, p. 9646 - 9647 (2011/03/20)
(Graph Presented) Ultrafast infrared spectroscopy shows that in chloroform, β-lactam is formed immediately after the laser pulse but γ-lactam is formed from both slow and fast processes. It is concluded that β-lactam is formed from the diazoamide excited state via the rearrangement in the excited state (RIES) mechanism and that γ-lactam is formed from both RIES and carbene. In methanol, both carbene decay and the rise of amide ether product are observed directly. Predictions from density functional theory calculations are consistent with these observations.