1. Benzoimidazolone之衍生物由於具有廣泛的生物活性,因此自發現以來有關其合成的研究就不斷進行著。直到近年來組合式化學的興起,這個具有廣泛應用性的小分子也引起了組合式化學家的興趣。本篇論文發展一種新的高效率合成方式,並且成功改善了以往合成方式對官能基變化的限制及需要其他試劑將產物從載體上斷下的不便。 2. 本篇論文合成了一系列含有thiourea部分的有機分子,並成功發現其藉由微弱的S – H吸引力形成盤狀的結構且在不同側鍊基時具有不同的液晶行為。 The part 1 in this thesis describes a new methodology for the Solid phase synthesis of 1, 3-dihydrobenzoimidazol-2-one containing three points of diversity. This method begins commercially available resin-bond amino group as the source of the first diversity element and employs a combination of solid phase chemistry to introduce the other two. The key step is an intramolecular cyclization and simultaneous traceless cleavage from solid support to give a disubstituted product. The third substituent is introduced in solution by N-alkylation. The part 2 describes the design and synthesis of a series of liquid crystal. All structures were characterized by 1H, 13C NMR, IR spectroscopy and element analysis. The mesomorphic properties exhibited for these compounds were studied by DSC analysis and optical microscope.