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Related Concept Videos

Metal-Ligand Bonds02:51

Metal-Ligand Bonds

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The hemoglobin in the blood, the chlorophyll in green plants, vitamin B-12, and the catalyst used in the manufacture of polyethylene all contain coordination compounds. Ions of the metals, especially the transition metals, are likely to form complexes.
In these complexes, transition metals form coordinate covalent bonds, a kind of Lewis acid-base interaction in which both of the electrons in the bond are contributed by a donor (Lewis base) to an electron acceptor (Lewis acid). The Lewis acid in...
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Coordination Compounds and Nomenclature02:54

Coordination Compounds and Nomenclature

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In most main group element compounds, the valence electrons of the isolated atoms combine to form chemical bonds that satisfy the octet rule. For instance, the four valence electrons of carbon overlap with electrons from four hydrogen atoms to form CH4. The one valence electron leaves sodium and adds to the seven valence electrons of chlorine to form the ionic formula unit NaCl (Figure 1a). Transition metals do not normally bond in this fashion. They primarily form coordinate covalent bonds, a...
25.9K
Structural Isomerism02:34

Structural Isomerism

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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...
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Preparation and Reactions of Thiols02:33

Preparation and Reactions of Thiols

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Thiols are prepared using the hydrosulfide anion as a nucleophile in a nucleophilic substitution reaction with alkyl halides. For instance, bromobutane reacts with sodium hydrosulfide to give butanethiol.
7.3K
Valence Bond Theory02:42

Valence Bond Theory

11.0K
Coordination compounds and complexes exhibit different colors, geometries, and magnetic behavior, depending on the metal atom/ion and ligands from which they are composed. In an attempt to explain the bonding and structure of coordination complexes, Linus Pauling proposed the valence bond theory, or VBT, using the concepts of hybridization and the overlapping of the atomic orbitals. According to VBT, the central metal atom or ion (Lewis acid) hybridizes to provide empty orbitals of suitable...
11.0K
Stereoisomerism02:52

Stereoisomerism

13.8K
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...
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Related Experiment Video

Updated: Jan 4, 2026

Synthesis of a Thiol Building Block for the Crystallization of a Semiconducting Gyroidal Metal-sulfur Framework
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Self-assembled coordination thioether silver(I) macrocyclic complexes for homogeneous catalysis.

Zhen Cao1, Aline Lacoudre1, Cybille Rossy1

  • 1Université de Bordeaux, Institut des Sciences Moléculaires, UMR CNRS 5255, 351 cours de la libération, 33405 Talence, France.

Beilstein Journal of Organic Chemistry
|November 1, 2019
PubMed
Summary

Researchers synthesized a novel thioether ligand that forms diverse silver(I) macrocyclic complexes. These complexes exhibit catalytic activity in tandem alkyne reactions, showcasing potential in organic synthesis.

Keywords:
coordination macrocyclehomogeneous catalysisprochiralsilver complexthioether ligand

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Area of Science:

  • Coordination Chemistry
  • Supramolecular Chemistry
  • Catalysis

Background:

  • Synthesis and characterization of novel ligands are crucial for developing new catalytic systems.
  • Macrocyclic complexes offer unique structural and functional properties.
  • Silver(I) complexes are increasingly explored for their catalytic applications.

Purpose of the Study:

  • To synthesize and characterize a novel bis-ortho-thioether anthracene ligand.
  • To investigate the formation of silver(I) macrocyclic complexes with varying anions.
  • To evaluate the catalytic activity of these silver(I) complexes in tandem alkyne reactions.

Main Methods:

  • X-ray diffraction for structural elucidation of the ligand and complexes.
  • Coordination chemistry studies with silver(I) salts (AgOTf, AgOTFA, AgNO3).
  • Spectroscopic analysis to confirm complex formation and structure in solution.
  • Catalytic testing of silver(I) complexes in tandem addition/cycloisomerization of alkynes.

Main Results:

  • The bis-ortho-thioether ligand was synthesized as a syn-atropisomer.
  • Different macrocyclic silver(I) complexes (M2L2, M6L4, M2L) were formed depending on the anion and reaction conditions.
  • Complexes showed similar structures in solution and solid states.
  • Catalytic studies demonstrated effective homogeneous catalysis for tandem alkyne reactions with low catalyst loading (0.5-1 mol%).

Conclusions:

  • The ligand's structure and the nature of the silver(I) anion dictate the resulting macrocyclic complex formation.
  • The synthesized silver(I) complexes are effective homogeneous catalysts for tandem alkyne addition/cycloisomerization reactions.
  • This study highlights the potential of tailored macrocyclic silver(I) complexes in catalysis.