Combining furan annulation,heck,and sonogashira cross-coupling reactions leading to molecular wires

• Main Authors: Ching-Yuan Liu, 劉青原
• Other Authors: Tien-Yau Luh
• Format: Others
• Language: zh-TW
• Published: 2002
• Online Access: http://ndltd.ncl.edu.tw/handle/04690374952055178180

碩士 === 國立臺灣大學 === 化學研究所 === 90 === Bidirectioonal iterative synthesis of furan-containing oligomers of different conjugation lengths leading to molecular wires is reported. Furan and benzene alternating oligomers are prepared by using our usual furan annulation approach. When the divinyloligoaryl or dialkynyloligoaryl is used, dialdehyde can be conveniently constructed by Heck or Sonogashira cross-coupling reaction. Dialdehydes can be used for further extension of these conjugated systems. Attempts to annulate these dialdehydes with functionalized dithioacetals are found to be successful. Thus, incorporation of arylenes, double bonds, and/or triple bonds into these oligomeric systems is feasible by combining Heck or Sonogashira cross-coupling reaction with furan annulation procedure. This newly-developed synthetic strategy affords a convenient pathway for the fast construction of a variety of furan-containing oligomers toward molecular wires.