- 作者: 周德璋,劉年祐
- 作者服務機構: Department of Chemistry and Biochemistry, National Chung Cheng University, Min-Syong, Chia-Yi 621, Taiwan, R.O.C.
- 中文摘要: Triptycene-diquinone 5 was synthesized from 1,4-dimethoxyanthraene (6b) and found to undergo Diels-Alder reaction with 5,5-dimethoxy-1,2,3,4-tetrachlorocyclopentadiene (DTCp) to afford exclusively the least symmetric (Cs) bis-adduct 4b. The double Diels-Alder reaction exhibited π-facial selectivity, in which the initial cycloaddition occurred preferentially on the π-face of the benzoquinone moiety of 5 that is syn to the other benzoquinone unit (about 6:1), thereby producing the corresponding mono-adducts 13b and 13a. Both stereoisomeric 13a and 13b underwent the second cycloaddition via exclusively the π-face that is opposite to the orientation of previous DTCp addition 5, thus leading to the formation of bis-adduct 4b as sole product. The structure of 4b was unequivocally established by X-ray structural determination.
- 英文摘要: --
- 中文關鍵字: Cage compounds; Triptycene; Diels-Alder reaction; X-ray crystal structures.
- 英文關鍵字: --