Hydrogen atom transfer in the photochemical isomerization of hydrazones of 1,2,4-oxadiazole derivatives
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AbstractDFT calculations on the photoisomerization of hydrazones of 1,2,4-oxadiazole derivatives to 1,2,5-triazoles have been performed showing that the reaction occurred through the first excited singlet state. The Z isomer gave the reaction through a hydrogen atom transfer of the hydrazonic nitrogen atom to the nitrogen atom in four position on the oxadiazole ring. In this case, the isomerization was a concerted reaction. The E isomer could undergo the same reaction. However, it could not be a concerted reaction but required the presence of a ring opening intermediate.
2021 ◽
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1991 ◽
Vol 113
(3)
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pp. 949-958
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1996 ◽
Vol 92
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pp. 1473
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2008 ◽
Vol 73
(12)
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pp. 4740-4742
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2021 ◽
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2020 ◽