• Bulletin of the Korean Chemical Society
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• v.7 no.4
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• pp.304-308
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• 1986

When the two conjugated poly-ynes, 1-phenyl-6-methyl- and 1,6-diphenyl-1,3,5-hexatriynes, were irradiated with UVA in deaerated 2,3-dimethyl-2-butene solution, 1:2 photoadducts, 1-(1'-phenylethynyl-2',2',3',3'-tetramethylcyclopr opyl)-2-(l",2",2",3",3"-pentamethylcyclopropyl) acetylene and 1-(1'-phenylethynyl-2',2',3',3'-tetramethylcyclopr opyl)-2-(1"-phenyl-2",2",3",3"-tetramethylcyclopropyl) acetylene, were obtained, respectively. No photoadduct was formed with aerated 2,3-dimethyl-2-butene, or deaerated solutions of dimethyl fumarate, methyl crotonate, dimethyl maleate, and trans-1,2-dichloroethylene. The results suggest that the reactions proceed from the triplet state only with electron rich olefins such as 2,3-dimethyl-2-butene.

• Bulletin of the Korean Chemical Society
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• v.13 no.2
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• pp.173-176
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• 1992

The spectroscopic studies of the 5,7-dimethoxycoumarin(5,7-DMC) and 4,5',8-trimethylpsoralen(TMP) and the conformational stability of 5,7-DMC-thymidine, 4,5',8-TMP-thymine were carried out by the CNDO/S and molecular mechanics calculation. Theoretical transition energies and direction of polarizations calculated by the CNDO/S method have been used for the interpretation of the observed results. The calculated absorption spectra of 5,7-DMC are qualitatively similar to experimental ones with their characteristic visible bands. MM2 force field calculation on the possible $C_4-cyclophotoadducts$ formed between 5,7-DMC and thymidine through a cycloaddition. of $C_3$, $C_4$ bond of 5,6-DMC to $C_5$, $C_6$ bond of thymidine showed the most stable photocycloadduct to have the anti-head to tail configuration. The major photoadduct of 4,5',8-TMP-thymine has the cis-anti configuration.