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Stereoselective Construction of Chiral Linear [3]Catenanes and [2]Catenanes
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2022-12-22 , DOI: 10.1021/jacs.2c12027 Zheng Cui 1 , Qiu-Shui Mu 1 , Xiang Gao 1 , Guo-Xin Jin 1, 2
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2022-12-22 , DOI: 10.1021/jacs.2c12027 Zheng Cui 1 , Qiu-Shui Mu 1 , Xiang Gao 1 , Guo-Xin Jin 1, 2
Affiliation
We have successfully constructed a chiral linear [3]catenane stereoselectively by coordination-driven self-assembly using a ditopic monodentate ligand containing l-valine residues with a binuclear half-sandwich organometallic rhodium(III) unit. Furthermore, by increasing the steric hindrance of the amino acid residues in the ligand, a chiral [2]catenane was obtained, which can be regarded as the factor catenane of the chiral linear [3]catenane from a topological viewpoint. Notably, the resulting molecular catenanes all exhibit complex coconformational mechanical helical chirality and planar chirality ascribed to the point chirality of the ligands. Linear [3]catenanes and [2]catenanes with the opposite chirality can be obtained by using ligands containing the corresponding d-amino acid residues, which have been confirmed by single-crystal X-ray diffraction, NMR, mass spectrometry, and circular dichroism spectroscopy.
中文翻译:
手性线性 [3] 链烷和 [2] 链烷的立体选择性构建
我们使用含有l-缬氨酸残基和双核半夹心有机金属铑 (III) 单元的双位单齿配体,通过配位驱动的自组装,成功地立体选择性地构建了手性线性 [3] 链烯。此外,通过增加配体中氨基酸残基的空间位阻,得到了手性[2]链烷,从拓扑学的角度看,它可以看作是手性线性[3]链烷的因子链烷。值得注意的是,由此产生的分子链均表现出复杂的共构机械螺旋手性和平面手性,这归因于配体的点手性。使用含有相应d的配体可以获得具有相反手性的线性[3]链烷和[2]链烷-氨基酸残基,经单晶X射线衍射、核磁共振、质谱、圆二色光谱等证实。
更新日期:2022-12-22
中文翻译:
手性线性 [3] 链烷和 [2] 链烷的立体选择性构建
我们使用含有l-缬氨酸残基和双核半夹心有机金属铑 (III) 单元的双位单齿配体,通过配位驱动的自组装,成功地立体选择性地构建了手性线性 [3] 链烯。此外,通过增加配体中氨基酸残基的空间位阻,得到了手性[2]链烷,从拓扑学的角度看,它可以看作是手性线性[3]链烷的因子链烷。值得注意的是,由此产生的分子链均表现出复杂的共构机械螺旋手性和平面手性,这归因于配体的点手性。使用含有相应d的配体可以获得具有相反手性的线性[3]链烷和[2]链烷-氨基酸残基,经单晶X射线衍射、核磁共振、质谱、圆二色光谱等证实。