【摘要】 分别从手性构型高度稳定的(R)和(S)-2,2′-二乙炔基-1,1′-联萘模板出发,通过保护基的控制导入、偶联反应、保护基脱去以及分子间偶合成环4个步骤成功地合成了一种具有螺旋结构特征的新的光学活性分子方(Molecular square)(R,R,R,R)-1和(S,S,S,S)-1.用MS,IR,UV-Vis,1H和13CNMR以及元素分析等方法对目标化合物进行了结构表征.测定并分析比较了2个目标化合物的比旋光度[α]D和圆二色性(CD)等光学性质.在CH2Cl2溶液中,异构体(R,R,R,R)-1和(S,S,S,S)-1的[α]D25值分别为+887·3°和-889·7°,并且其CD谱表现出对称的镜像特征.更多还原

【Abstract】 (R)- and（S）-2,2′-diethynyl-1,1′-binaphthyl with highly stable chiral configurations were used as the structural templates and linking bridges, and a new type of chiral molecular square with helical structure （R,R,R,R）-1 and （S,S,S,S）-1 were synthesized in enantiopure form via four steps including the introduction of protecting-group, intermolecular coupling reaction, removal of protecting group, and intermolecular cross-coupling cyclyzation. Compound 1 was characterized by MS, IR, 1H and 13C NMR as well as elemental analysis. The specific rotations（[α] 25_D） of the two isomers in CH₂Cl₂ are +887.3° and -889.7°, respectively, and their circular dichroism（CD） spectra represented exactly the mirror images of each other. These results reflected unambiguously enantiomeric relationship between the two isomers.更多还原