Related Experiment Video
Updated: Jun 20, 2026
![Solid-phase Synthesis of [4.4] Spirocyclic Oximes](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F58508.jpg&w=3840&q=50)
Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
From racemic compound to spontaneous resolution: a linker-imposed evolution of chiral [MnMo(9)O(32)](6-)-based
Huaqiao Tan1, Yangguang Li, Weilin Chen
1Key Laboratory of Polyoxometalate Science of Ministry of Education, Department of Chemistry, Northeast Normal University, Changchun, PR China.
Abstract:
Five compounds based on [MnMo(9)O(32)](6-): (Himi)(6)[MnMo(9)O(32)] (1) (imi=imidazole), Na(2)(Himi)(4)[MnMo(9)O(32)]2 H(2)O (2), Na(3)(Himi)(3)[MnMo(9)O(32)] (3), D-NH(4)Mn(2.5)[MnMo(9)O(32)]11 H(2)O (4 a), and L-NH(4)Mn(2.5)[MnMo(9)O(32)]11 H(2)O (4 b) were prepared and characterized. X-ray crystallographic analysis revealed that compounds 1 and 2 with imidazole molecules as linkers are racemic compounds; compound 3 is a racemic solid solution of Na(+) cations and the polyoxoanion [MnMo(9)O(32)](6-); and compounds 4 a and 4 b are enantiomers. In compound 4, the homochiral polyoxoanions [MnMo(9)O(32)](6-) are connected by Mn(2+) cations to form a unique (4(5)6)(4(7)6(8)) topology net framework. By adjusting the linkers from imidazole molecules to Na(+) and finally Mn(2+) cations, the chiral polyoxoanions [MnMo(9)O(32)](6-) were changed from a racemic compound to a conglomerate. This means that spontaneous resolution can be efficiently realized by connecting homochiral polyoxoanions into one-dimensional (1D), 2D, and 3D structures, with an emphasis on using appropriate linkers with substantial interaction strength, directionality, and enantioselectivity.
More Related Videos
10:17Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
09:22Self-assembling Morphologies Obtained from Helical Polycarbodiimide Copolymers and Their Triazole Derivatives
Published on: February 7, 2017
Related Concept Videos
Racemic Mixtures and the Resolution of Enantiomers
Stereochemical Effects of Enolization
SN1 Reaction: Stereochemistry
In the first step of an SN1 reaction, the bond between the electrophilic carbon and the leaving group ionizes to generate the carbocation intermediate. The second step of the mechanism is the nucleophilic attack.
In the formed carbocation, the positively charged carbon is sp2 hybridized with a trigonal planar geometry. As all the three substituents lie on the same plane, a plane of symmetry for the...
Olefin Metathesis Polymerization: Ring-Opening Metathesis Polymerization (ROMP)
[3,3] Sigmatropic Rearrangement of 1,5-Dienes: Cope Rearrangement
Prochirality