The Research of Alkylation of Tricarbonyl Chromium Polycyclic Aromatic Compounds

• Main Authors: Tsai, Pei-jung, 蔡珮容
• Other Authors: Zang-yuan Own
• Format: Others
• Language: zh-TW
• Published: 1996
• Online Access: http://ndltd.ncl.edu.tw/handle/78638018559140732766

碩士 === 靜宜大學 === 應用化學系 === 84 === Abstract In the chemistry of these satu- aturated-polycyclic aromatictricar bonyl ch- romiumcomplexes., we find it includes high regio-selectivity, and th ey have an obvious sign of C-H bond activation at proton NMR analysis. Beca use of the electronic density distribution on polycyclic arenes, the reaction mostly occurred on certain parts of the polycyclic ring, and their high electr onic density and strong C-H bond strength will make the substitution reac- tio n, especially the alkylation, become very difficult. After the coordination of tricarbonyl chromium with polycyclic arene, the strong electron with drawi ng character of metal will lower the electron density of arene, and activate t he C-H bonding of arene, make the proton easier to substituted by lithium cati on. We have found that the alkylation of these complexes will have the hig h regio-selectivity, and the substitution occurred at coor-dinated ring sites. Due to the easy demetallation of polycyclic aromatic tricarbonyl chromium complexes, this type of organometallic synthesis procedures should be very use ful at the synthetic field of organic chemist. We hope its farther appl ication can be extended into the general synthesis reaction.