Keywords
cyclopentene oxide
EPR
intermediate
low temperature
matrix
photochemistry
radical cation
UV/VIS
Abstract
Upon the photolysis (λ=546nm) of X-ray irradiated cyclopentene oxide/Freon solutions at 77K, irreversible proton abstraction in the ring-open form of the cyclopentene oxide radical cation occurs, affecting the bridgehead carbon. This affords unstable 6-oxabicyclo[3.1.0]hexan-1-yl radicals, which undergo rearrangement to form ring-open terminal C-centered alkyl radicals detected as final products.
References
1.
Feldman V.I., Ryazantsev S.V., Saenko E.V., Kameneva S.V., Shiryaeva E.S.
Radiation Physics and Chemistry,
2016
2.
Banyasz A., Ketola T., Muñoz-Losa A., Rishi S., Adhikary A., Sevilla M.D., Martinez-Fernandez L., Improta R., Markovitsi D.
Journal of Physical Chemistry Letters,
2016
3.
Horn E.J., Rosen B.R., Baran P.S.
ACS Central Science,
2016
4.
Solano E.A., Mayer P.M.
Journal of Chemical Physics,
2015
5.
Sorokin I.D., Feldman V.I., Melnikova O.L., Pergushov V.I., Tyurin D.A., Melnikov M.Y.
Mendeleev Communications,
2011
6.
Sorokin I.D., Feldman V.I., Mel’nikova O.L., Pergushov V.I., Tyurin D.A., Mel’nikov M.Y.
Mendeleev Communications,
2011
7.
Sorokin I.D., Melnikova O.L., Pergushov V.I., Tyurin D.A., Feldman V.I., Melnikov M.Y.
High Energy Chemistry,
2012
8.
Sorokin I.D., Gromov O.I., Pergushov V.I., Pomogailo D.A., Mel’nikov M.Y.
Mendeleev Communications,
2018
9.
Ushida K., Shida T., Shimokoshi K.
The Journal of Physical Chemistry,
1989
10.
10.1016/j.mencom.2020.01.022_bib0050
Lindgren
1991
11.
Miller W.T., Fager E.W., Griswald P.H.
Journal of the American Chemical Society,
1950
12.
10.1016/j.mencom.2020.01.022_bib0060
Neese
Wiley Interdiscip. Rev.: Comput. Mol. Sci.,
2018
13.
Grimme S.
Journal of Chemical Physics,
2006
14.
Weigend F., Ahlrichs R.
Physical Chemistry Chemical Physics,
2005
15.
Barone V., Cimino P., Stendardo E.
Journal of Chemical Theory and Computation,
2008
16.
Sinnecker S., Rajendran A., Klamt A., Diedenhofen M., Neese F.
Journal of Physical Chemistry A,
2006
17.
Mel'nikov M.Y., Baskakov D.V., Feldman V.I.
High Energy Chemistry,
2002
18.
10.1016/j.mencom.2020.01.022_bib0090
Smith
J. Magn. Reson.,
1988
19.
Sorokin I.D., Pergushov V.I., Savostina L.I., Melnikov M.Y.
High Energy Chemistry,
2014
20.
10.1016/j.mencom.2020.01.022_bib0100
Sadovnichy
Contemporary High Performance Computing: From Petascale toward Exascale,
2013