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Photochemical reactions of 2,2′‐furil. Solvent dependent photoreduction via the lowest excited singlet and triplet states
Author(s) -
Inoue Hiroyasu,
Sakurai Tadamitsu,
Hoshi Toshihiko,
Ono Isao,
Okubo Jun
Publication year - 1992
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.610050612
Subject(s) - chemistry , photochemistry , phosphorescence , singlet state , excited state , triethylamine , quenching (fluorescence) , triplet state , furan , singlet oxygen , benzene , solvent , diketone , solvent effects , medicinal chemistry , organic chemistry , oxygen , molecule , fluorescence , physics , quantum mechanics , nuclear physics
2,2′‐Furil (di‐2‐furyl diketone) undergoes photoreduction to give furoin on irradiation at 366 nm in triethylamine‐containing benzene and ethers. On the other hand, in ethanol the photoirradiation leads to the formation of an enediol type of compound, 1,2‐di(2‐furan)ethene‐1,2‐diol. The results of quenching and sensitization both for the photoreactions and the phosphorescence demonstrate that furoin and the enediol are formed via the lowest excited singlet and the triplet states of 2,2′‐furil, respectively.