- 作者: 李國安、張志毅、成知華、陳啟盛、劉梅
- 作者服務機構: Department of Chemistry, Fu Jen Catholic University, Hsinchuang, Taipei 24205, Taiwan, R.O.C.
- 中文摘要: Three 1,3-bridged polycyclic cyclopropenes, exo-8-oxatricyclo[3.2.1.02,4]octa-2,6-diene (10), endo-8-oxatricyclo[3.2.1.02,4]octa-2,6-diene (11), and exo-6,7-benzo-1,5-diphenyl-8-oxatricyclo[3.2.1.02,4]octa-2,6-diene (12), have been synthesized by elimination of 2-chloro-3-trimethylsilyl-8-oxatricyclo[3.2.1.02,4]-oct-6-enes, 17, 18 and 30, which were generated from 1-chloro-3-trimethylsilylcyclopropene with furan and diphenylisobenzofuran. We have demonstrated a facile route to synthesize the highly strained 1,3-fused polycyclic cyclopropenes, 10, 11, and 12. The stereochemistry of the Diels-Alder reactions of cyclopropene 16 with furan and DPIBF are different. Cyclopropene 16 was treated with furan to form exo-exo and endo-exo adducts (5:2) and treated with DPIBF to generate an exo-exo adduct. Compounds 10, 11 and 12 undergo isomerization reactions to form benzaldehyde and phenyl 4-phenyl-[1]naphthyl ketone to release strain energies via diradical mechanisms.
- 英文摘要: --
- 中文關鍵字: 1,3-Bridged tricyclic cyclopropenes; exo-8-Oxatricyclo[3.2.1.02,4]octa-2,6-diene; endo-8-Oxatricyclo[3.2.1.02,4]octa-2,6-diene; exo-6,7-Benzo-1,5-diphenyl-8-oxatricyclo[3.2.1.02,4]octa-2,6-diene; Highly strained; Diels-Alder reactions; Isomerization; Diradical mechanisms.
- 英文關鍵字: --