Study on Synthesis of Functional Materials Having a Chiral Molecule as a Component

我们主要研究了光学分辨率的结晶方法，分为优先结晶和非对映体结晶。采用优先结晶法，分离了对甲苯磺酸和3-甲基-2-苯基-1-丁胺盐，该盐可用于布洛芬的光学拆分。类似地，1-氨基四乙胺或1-氨基四乙胺与苯乙酸的盐被成功地溶解。用优先结晶法分离了由2-氨基-1,2-二苯乙醇衍生的2-氧-4,5-二苯基-1,3-恶唑烷。在非对映体结晶方法方面，我们开发了2-芳基-3-甲基丁胺和红-2-氨基-1,2-二苯乙醇系列作为碱性光学分辨剂。从而建立了它们的制备方法和应用。2-苯丙酸和2-（对异丁基苯基）丙磺酸是由2-苯丙酸和2-（对异丁基苯基）丙磺酸合成的。通过这种方法，成功地合成了强酸性手性磺酸。使用这些光学分辨剂，α -氨基- ε -己内酰胺、脯氨酸、胡椒酸、叔亮氨酸、色氨酸、二氢茉莉酸、茉莉内酯、tuberolol内酯、δ -癸内酯和铬-2-羧酸都能被有效地分辨出来。以旋光性氟化烷醇为原料合成了新型铁电液晶（FLCs），并阐明了FLCs的旋转粘度与氟化位置的关系。利用反式-2-（苯甲酰胺）环己烷羧酸分解的光学活性1,1,1-三氟-2-烷醇，合成了许多FLCs和反铁电液晶。合成了具有半全氟末端链的新型FLCs，并阐明了氟化程度与中间相性质的关系。以新设计的光学活性化合物4,4,4-三氟-3-（4-甲氧基苯基）丁酸为原料合成了许多液晶。因此，发现了分子中没有羰基片段的新型aflc。合成了一些含氟不对称骨架的手性向列材料，并评价了它们的结构与螺旋扭力的关系。合成了一种具有反式-2-（苯并胺）环己烷羧酸酯部分的旋光性螺吡喃，并通过x射线结构分析和核磁共振光谱对其光致变色性能进行了分析。合成了一些新的螺吡喃金属配合物，并通过x射线分析确定了它们的分子结构。少

We have mainly studied on optical resolutions with crystallization methods which are classified as preferential crystallizations and diastereomeric crystallizations. Using a preferential crystallization method, the salt of p-toluenesulfonic acid and 3-methyl-2-phenyl-1-butylamine which was useful for an optical resolution of ibuprofen was resolved. Analogously, the salt of 1-aminoindan or 1-aminotetralin and phenylacetic acid was successfully resolved. It was also clarified that 2-oxo-4,5-diphenyl-1,3-oxazolidine derived from erythro-2-amino-1,2-diphenylethanol was resolved with the preferential crystallization method. Concerning the diastereomeric crystallization methods, we developed 2-aryl-3-methylbutylamines and erythro-2-amino-1,2-diphenylethanol series as basic optical resolving agents. Thus, their preparation methods and utilities were established. On the other hand, 2-phenylpropanesulfonic acid and 2- (p-isobutylphenyl) propanesulfonic acid were derived from 2-phenylpropanoic a … More cid or 2- (p-isobutylphenyl) propanoic acid.In this way the strong acidic chiral sulfonic acids were successfully developed. Using these optical resolving agents, alpha-amino-epsilon-caprolactam, proline, pipecolic acid, tert-leucine, tryptophan, dihydrojasmonic acid, jasminlactone, tuberolactone, delta-decalactone and chroman-2-carboxylic acid were effectively resolved.New ferroelectric liquid crystals (FLCs) derived from optically active fluorinated alkanol were synthesized, and a relationship between rotational viscosity and the fluorinated position of FLCs was clarified. Using optically active 1,1,1-trifluoro-2-alkanols resolved by trans-2- (benzamido) cyclohexane carboxylic acid, many FLCs and antiferroelectric liquid crystals were synthesized. Novel FLCs having a semi-perfluorinated terminal chain were synthesized, and a relationship between fluorination extent and mesophases properties was elucidated. Many liquid crystals derived from newly designed optically active compound, 4,4,4-trifluoro-3- (4-methoxyphenyl) butanoic acid, were synthesized. Thus, novel AFLCs without any carbonyl moiety in the molecule were found. Some chiral nematic materials having fluorinated asymmetric frame were synthesized, and a relationship between their structures and a helical twisting power were evaluated.An optically active spiropyran with trans-2- (benzamido) cyclohexane carboxylate moiety was synthesized, and its photochromic properties were analyzed by X-ray structural analysis and NMR spectroscopy. Some novel spiropyran metal complexes were synthesized, and their molecular structures were determined by X-ray analysis. Less