本論文之目的為設計及合成含有不同iptycene結構的???烷類雙硫醇化合物，為含有pentiptycene的化合物11、23，含有triptycene的化合物15及只含有benzene的化合物19。並藉著MM2力場的理論計算，X-光單晶繞射，掃瞄穿隧顯微儀，螢光光譜，全反射受挫SPR表面電漿共振等技術研究分子構形及在金屬表面的排列結構。結果顯示，此類化合物在氣態下，化合物以彎曲的構形存在勝過伸直的構形；在固態下，利用類似結構的化合物9晶體比較，可能為伸直的構形；在金屬表面，以彎曲的構形形成分子自我組合單層膜；在液態下，利用含有發光團的化合物12、16、20比較傾向彎曲的構形之比，化合物11<15<19。 In this work, three iptycene-incorporated ???-alkanedithiols (11, 15, and 23) and a benzene analogue (19) have been synthesized. In the pentiptycene case, its conformation and monolayer assembly structure has been investigated by MM2 force field calculation, X-ray crystallography, scanning tunneling microscopy, fluorescence spectroscopy, and surface plasmon resonance (SPR). Results indicate that these dithiols prefer to fold in the gas phase and on the metal surface, but might have an extended conformation in the solid state, as is manifested by the crystal structure of a pentiptycene analogue 9. In solutions, the relative folding propensity appears to be 11 < 15 < 19 according to the relative fluorescence emission yields of the corresponding anthracene labeled compounds 12, 16, and 20.
