Elsevier
Tetrahedron Letters
,  том 43 ,  издание 37 ,  страницы 6633-6636

A comparative study on photosensitized oxidation of trans -2-vinylthiophenes with trans -3-vinylthiophenes

Тип публикации: Journal Article
Дата публикации: 2002-09-01
Elsevier
scimago Q3
wos Q3
БС2
SJR: 0.334
CiteScore: 3.2
Impact factor: 1.5
ISSN: 00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Краткое описание
The photosensitized oxidation of trans-2-styrylthiophenes (trans-2-ST), trans-3-styrylthiophenes (trans-3-ST) and trans-1,2-di(2-thienyl)ethylene (trans-2-TE) were investigated using the sensitizers tetraphenylporphyrin (TPP) in a non-polar solvent and 9,10-dicyanoanthracene (DCA) in a polar solvent. The oxidation pathway is dependent on the position of the vinyl substituent in the thiophene ring. While trans-2-ST and trans-2-TE only undergo photooxidation via the singlet oxygen pathway to yield [4+2] and [2+2] products, the photosensitized oxidation of trans-3-ST proceeds exclusively via the superoxide anion pathway to produce the thiophenecarboxaldehyde and benzaldehydes. All of the above substrates may undergo auto-photooxidation via a charge-transfer complex of the substrate and oxygen.
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Song K. et al. A comparative study on photosensitized oxidation of trans -2-vinylthiophenes with trans -3-vinylthiophenes // Tetrahedron Letters. 2002. Vol. 43. No. 37. pp. 6633-6636.
ГОСТ со всеми авторами (до 50) Скопировать
Song K., Peng M., Ming X., Wu L., Zhang L., Tung C. A comparative study on photosensitized oxidation of trans -2-vinylthiophenes with trans -3-vinylthiophenes // Tetrahedron Letters. 2002. Vol. 43. No. 37. pp. 6633-6636.
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TY - JOUR
DO - 10.1016/s0040-4039(02)01445-4
UR - https://doi.org/10.1016/s0040-4039(02)01445-4
TI - A comparative study on photosensitized oxidation of trans -2-vinylthiophenes with trans -3-vinylthiophenes
T2 - Tetrahedron Letters
AU - Song, Kaijun
AU - Peng, Mingli
AU - Ming, Xu
AU - Wu, Li-Zhu
AU - Zhang, Li-Ping
AU - Tung, Chen-Ho
PY - 2002
DA - 2002/09/01
PB - Elsevier
SP - 6633-6636
IS - 37
VL - 43
SN - 0040-4039
SN - 1873-3581
ER -
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@article{2002_Song,
author = {Kaijun Song and Mingli Peng and Xu Ming and Li-Zhu Wu and Li-Ping Zhang and Chen-Ho Tung},
title = {A comparative study on photosensitized oxidation of trans -2-vinylthiophenes with trans -3-vinylthiophenes},
journal = {Tetrahedron Letters},
year = {2002},
volume = {43},
publisher = {Elsevier},
month = {sep},
url = {https://doi.org/10.1016/s0040-4039(02)01445-4},
number = {37},
pages = {6633--6636},
doi = {10.1016/s0040-4039(02)01445-4}
}
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Song, Kaijun, et al. “A comparative study on photosensitized oxidation of trans -2-vinylthiophenes with trans -3-vinylthiophenes.” Tetrahedron Letters, vol. 43, no. 37, Sep. 2002, pp. 6633-6636. https://doi.org/10.1016/s0040-4039(02)01445-4.