- 作者: 陳中冰; 廖俊臣; 林和盛; 唐嘉濱; 王進龍; 許宗雄
- 作者服務機構: 清華大學化學研究所; 中山研究院化學研究所; 清華大學分子生物研究所
- 中文摘要:
標題所示化合物(11)是由6,9-二丙基-1,4-二氧螺旋[4,5]癸-6,8-二烯-2,10-二酮(為-3,6-二丙基掩飾?苯?)
與苯炔進行環加成反應而得。11的直接照光反應生成1,4-二丙基 (59%),12(4%)及13(24%)。產物12的構造由其物理
性質及經化學反應轉變為已知化合物推知,13的構造由其還原產物16經X光繞射法決定而推知。以乙苯酮敏化11生成1,4-
二丙基 (60%)及氧一二烯基一甲烷重排反應產物17(9%),後者的構造由其光譜及還原產物的光譜推定。此反應的反應機構及螺旋內脂對苯駢雙環[2.2.2]辛二烯酮光化學上的影響亦加以討論。
o - 英文摘要: The title compound was prepared in high yield from Diels-Alder reaction of 6,9-dipropyl-1-4-diox-aspiro(4,5) deca-6,8-diene-2,10-dione, a masked 3,6-dipropyl-o-benzoquinone, and benzyne generated fromanthranilic acid and isoamyl nitrite. Direct irradiation of the title compound affords 1,4dipropylnaphtha-lene (59%), diastereomeric 12 (4%) and compound 13 (24%). The structure of 12 was determined from itsphysical properties and chemical transformations into known compounds, whereas that of 13 was establish-ed from x-ray diffraction of its reduction product, diol 16. Acetophenone sensitized reaction of 11 pro-duces 1,4-dipropylnaphthalene (60%) and oxa-di-n-methane rearrangement product 17 (9%). The structureof 17 was determined from its spectroscopic data and those of its reduction product, diol 18. The mech-anism and the effect of the spirolactone ring on the photochemical behaviors of 11 are also discussed.
- 中文關鍵字: --
- 英文關鍵字: --