• 作者： 周大新
• 作者服務機構： 中央研究院化學研究所
• 中文摘要： 原冰片二烯耦合可產生十四種異構物，其中九種可經由過渡金屬催化的方式製得，二種可由傳統合成方法製得，而三種含有順式四環結構的〔2+2〕形態分子，因內張力太大，至今尚未發現。這十四種異構物之熱力學性質可由理論計算獲得，本文中加以比對並討論。其經由金屬製備之催化方式及產率，亦整理以表列之。 本文並略述它們在化學上的廣泛應用，包括各類型網狀碳氫化合物的合成等。另外在這十四種標準形態的結構之外，原冰片二烯亦可以他種方式耦合，這些化學反應，本文亦加以略述。
• 英文摘要： The preparation and reactions of norbornadiene dimers and their related compounds are summarized.Nine of the fourteen isomers are commonly observed in transition metal catalyzed procedures whichinclude three (1-3) out of the six [2+2] dimers, all of the four [4+2] dimers (7-10), and two out of thefour [4+4] dimers (12 and 13). The other two [4+4] dimers (11 and 14) are prepared by conventionalsynthetic methods. The three cis-fused [2+2] dimers (4-6) are not yet known due to their severe strains,and their structures are estimated to be the most unstable ones. The thermodynamic parameters of thedimers are calculated by both the force field method MM2 and the semiempirical method MNDO. The dimers have been utilized in the preparation of certain organic compounds, such as diamantaneand triamantane derivatives as well as some cage-shaped polycyclic hydrocarbons, etc. Besides the fourteenstandard geometries of dimerization, norbornadiene moieties can be linked together in other ways to formdimeric homologues. Recent advances in structural modification of the dimers and their related reactionsare described in this report.
• 中文關鍵字： norbornadiene; dimerization; metal catalysis; polycyclic hydrocarbons
• 英文關鍵字： --