STUDIES OF THE ANTENNA EFFECT IN POLYMER-MOLECULES .24. SOLAR PHOTOSYNTHESIS OF PREVITAMIN-D3 IN AQUEOUS-SOLUTIONS OF POLY(SODIUM STYRENE-SULFONATE-CO-2-VINYLNAPHTHALENE)

被引：51

作者：

NOWAKOWSKA, M ^{[1
]}

FOYLE, VP ^{[1
]}

GUILLET, JE ^{[1
]}

机构：

[1] UNIV TORONTO,DEPT CHEM,TORONTO M5S 1A1,ONTARIO,CANADA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1993年 / 115卷 / 14期

关键词：

D O I：

10.1021/ja00067a012

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The photochemical step in the synthesis of vitamin D3 in an aqueous solution of poly(sodium styrenesulfonate-co-2-vinylnaphthalene) (PSSS-VN) was studied using solar light. The photoisomerization of 7-dehydrocholesterol to previtamin D3 was found to be exceptionally clean and efficient. The process was shown to be photosensitized by the pendant naphthalene chromophores in the copolymer via singlet-singlet energy transfer. The lack of tachysterol, a major side product formed during photoisomerization in organic solution, was explained by triplet-sensitized isomerization of tachysterol to previtamin. Triplet-triplet energy transfer from excited polymeric naphthalene chromophores to tachysterol is efficient because of the high local concentration of tachysterol in the vicinity of the energy donors.

引用

页码：5975 / 5981

页数：7

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