Related Experiment Video
Updated: Jun 13, 2026
10:42
Combining Solid-state and Solution-based Techniques: Synthesis and Reactivity of Chalcogenidoplumbates(II or IV)
Published on: December 29, 2016
New chiral organoantimony(III) compounds containing intramolecular N --> Sb interactions--solution behaviour and
Dana Copolovici1, Vilma R Bojan, Ciprian I Raţ
1Facultatea de Chimie si Inginerie Chimica, Universitatea Babes-Bolyai, RO-400028, Cluj-Napoca, Romania.
Dalton Transactions (Cambridge, England : 2003)
|May 11, 2010
Summary
New hypervalent organoantimony(III) compounds were synthesized and characterized. These chiral molecules feature intramolecular coordination between antimony and nitrogen atoms, forming racemic mixtures.
Area of Science:
- Organometallic Chemistry
- Inorganic Chemistry
Background:
- Hypervalent organoantimony compounds are of interest due to their unique bonding and potential applications.
- The synthesis of novel antimony(III) complexes with specific ligand architectures is crucial for exploring their properties.
Purpose of the Study:
- To synthesize and characterize a series of novel hypervalent organoantimony(III) compounds.
- To investigate the structural features and coordination behavior of these compounds.
- To explore the chirality and crystallization properties of the synthesized organoantimony(III) complexes.
Main Methods:
- Salt elimination reactions utilizing organolithium and Grignard reagents with antimony precursors.
- Halogen exchange reactions for modifying halide ligands.
- Metathesis reactions for further functionalization.
- Nuclear Magnetic Resonance (NMR) spectroscopy (1H, 13C) for structural elucidation.
- Mass spectrometry for molecular weight determination.
- Single-crystal X-ray diffraction for detailed molecular structure analysis.
Main Results:
- Ten novel hypervalent organoantimony(III) compounds of the type [2-(Me2NCH2)C6H4]nAr(3-n)Sb were successfully synthesized.
- Structural investigations confirmed strong intramolecular coordination between the antimony center and the nitrogen atoms of the pendant dimethylaminomethyl groups.
- All synthesized compounds were found to be chiral and were isolated as racemic mixtures.
- Halogen exchange and metathesis reactions provided access to a wider range of derivatives.
Conclusions:
- The synthetic strategies employed are effective for preparing diverse hypervalent organoantimony(III) compounds.
- Intramolecular N-Sb coordination plays a significant role in the structure and stability of these complexes.
- The inherent chirality of these compounds, crystallizing as racemates, offers avenues for future enantioselective synthesis and chiral applications.
More Related Videos
06:35Construction and Systematical Symmetric Studies of a Series of Supramolecular Clusters with Binary or Ternary Ammonium Triphenylacetates
Published on: February 15, 2016
![The Synthesis of [Sn10(Si(SiMe3)3)4]2- Using a Metastable Sn(I) Halide Solution Synthesized via a Co-condensation Technique](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F54498.jpg&w=3840&q=50)
12:43The Synthesis of [Sn10(Si(SiMe3)3)4]2- Using a Metastable Sn(I) Halide Solution Synthesized via a Co-condensation Technique
Published on: November 28, 2016
Related Concept Videos
02:30Chirality at Nitrogen, Phosphorus, and Sulfur
Chirality is most prevalent in carbon-based tetrahedral compounds, but this important facet of molecular symmetry extends to sp3-hybridized nitrogen, phosphorus and sulfur centers, including trivalent molecules with lone pairs. Here, the lone pair behaves as a functional group in addition to the other three substituents to form an analogous tetrahedral center that can be chiral.
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...
02:34Structural Isomerism
Isomerism in Complexes
Isomers are different chemical species that have the same chemical formula. Structural isomerism of coordination compounds can be divided into two subcategories, the linkage isomers and coordination-sphere isomers.
Linkage isomers occur when the coordination compound contains a ligand that can bind to the transition metal center through two different atoms. For example, the CN− ligand can bind through the carbon atom or through the nitrogen atom. Similarly, SCN− can be...
Isomers are different chemical species that have the same chemical formula. Structural isomerism of coordination compounds can be divided into two subcategories, the linkage isomers and coordination-sphere isomers.
Linkage isomers occur when the coordination compound contains a ligand that can bind to the transition metal center through two different atoms. For example, the CN− ligand can bind through the carbon atom or through the nitrogen atom. Similarly, SCN− can be...
02:52Stereoisomerism
Isomerism in Complexes
Isomers are different chemical species that have the same chemical formula.
Transition metal complexes often exist as geometric isomers, in which the same atoms are connected through the same types of bonds but with differences in their orientation in space. Coordination complexes with two different ligands in the cis and trans positions from a ligand of interest form isomers. For example, the octahedral [Co(NH3)4Cl2]+ ion has two isomers (Figure 1) In the cis...
Isomers are different chemical species that have the same chemical formula.
Transition metal complexes often exist as geometric isomers, in which the same atoms are connected through the same types of bonds but with differences in their orientation in space. Coordination complexes with two different ligands in the cis and trans positions from a ligand of interest form isomers. For example, the octahedral [Co(NH3)4Cl2]+ ion has two isomers (Figure 1) In the cis...
02:21Naming Enantiomers
The naming of enantiomers employs the Cahn–Ingold–Prelog rules that involve assigning priorities to different substituent groups at a chiral center. Each enantiomer, being a distinct molecule, is assigned a unique name by the Cahn–Ingold–Prelog (CIP) rules, also called the R–S system. The prefix R- or S- attached to the chiral centers in an enantiomer is dependent on the spatial arrangement of the four substituents on the chiral center. The R–S system essentially comprises three steps:...
02:25Molecules with Multiple Chiral Centers
Molecules that possess multiple chiral centers can afford a large number of stereoisomers. For instance, while some molecules like 2-butanol have one chiral center, defined as a tetrahedral carbon atom with four different substituents attached, several molecules like butane-2,3-diol have multiple chiral centers. A simple formula to predict the number of stereoisomers possible for a molecule with n chiral centers is 2n. However, there can be a lower number where some of the stereoisomers are...
02:05Prochirality
The concept of prochirality leads to the nomenclature of the individual faces of a molecule and plays a crucial role in the enantioselective reaction. It is a concept where two or more achiral molecules react to produce chiral products. A typical process is the reaction of an achiral ketone to generate a chiral alcohol. Here, the achiral reactant reacts with an achiral reducing agent, sodium borohydride, to generate an equimolar mixture of the chiral enantiomers of the product. For example, an...