180515-91-7Relevant academic research and scientific papers
Photoelimination of Nitrogen from Diazoalkanes: Involvement of Higher Excited Singlet States in the Carbene Formation
Pite?a, Tomislav,Ale?kovi?, Marija,Becker, Kristin,Basari?, Nikola,Do?li?, Nada
, p. 9718 - 9724 (2020)
Although diazoalkanes are important carbene precursors in organic synthesis, a comprehensive mechanism of photochemical formation of carbenes from diazoalkanes has not been proposed. Synergies of experiments and computations demonstrate the involvement of higher excited singlet states in the photochemistry of diazoalkanes. In all investigated diazoalkanes, excitation to S1 results in nonreactive internal conversion to S0. On the contrary, excitation to higher-lying singlet states (Sn, n > 1) drives the reaction toward a different segment of the S1/S0 conical intersection seam and results in nitrogen elimination and formation of carbenes.
Conjugatively stabilized bridgehead olefins: Formation and reaction of remarkably stable homoadamant-3-enes substituted with phenyl and methoxycarbonyl groups
Ohno, Masatomi,Itoh, Motohiro,Umeda, Masami,Furuta, Ryoji,Kondo, Kazumoto,Eguchi, Shoji
, p. 7075 - 7082 (2007/10/03)
Conjugatively stabilized double bonds were formed at the bridgehead of homoadamantane by way of the 1,2-carbon shift of adamantylcarbene (-carbenoid) intermediates generated from decomposition of the diazo precursors (1-adamantyl)diazophenylmethane (7) an
