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Related Concept Videos

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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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.
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Carbocations

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Carbocations are one of the reaction intermediates formed during several nucleophilic substitutions or elimination reactions. A carbocation is an electron-deficient species with the central carbon atom having six electrons and three bonded atoms. The central carbon in a carbocation is sp2 hybridized with trigonal planar geometry. It has an empty p orbital perpendicular to the plane of the structure that can accept electrons. Thus, carbocations act as strong electrophiles and may react with any...
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Properties of Organometallic Compounds01:23

Properties of Organometallic Compounds

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Organometallic compounds are compounds that contain a carbon–metal bond. Carbon belongs to an organyl group like alkyl, aryl, allyl, or benzyl groups. The metal can be from Group I or Group II of the periodic table, a transition metal, or a semimetal.
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β-Dicarbonyl Compounds via Crossed Claisen Condensations01:18

β-Dicarbonyl Compounds via Crossed Claisen Condensations

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Crossed Claisen condensations are base-promoted reactions between two different ester molecules producing β-dicarbonyl compounds.  The reaction involving esters, with both containing α hydrogen, results in a mixture of four different products that are difficult to isolate. This reduces the synthetic utility of the reaction.
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Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration

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The rate of acid-catalyzed hydration of alkenes depends on the alkene's structure, as the presence of alkyl substituents at the double bond can significantly influence the rate.
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Carbodicarbene: geminal-Bimetallic Coordination in Selective Manner.

Ka-Chun Au-Yeung1, Dengmengfei Xiao2, Wei-Chih Shih1

  • 1Institute of Chemistry, Academia Sinica, Taipei, Taiwan.

Chemistry (Weinheim an Der Bergstrasse, Germany)
|June 16, 2020
PubMed
Summary

Carbodicarbene (CDC) reacts with palladium acetate to form a trinuclear complex through C-H bond activation. This CDC ligand chelates two palladium centers, enabling selective gem-bimetallic complex formation.

Keywords:
carbodicarbenecarbonedouble dative bondmetal-metal interactionpalladium

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Area of Science:

  • Organometallic Chemistry
  • Coordination Chemistry
  • Catalysis

Background:

  • Carbodicarbenes (CDCs) are versatile ligands in organometallic chemistry.
  • Understanding the coordination behavior of CDCs with transition metals is crucial for developing new catalytic systems.

Purpose of the Study:

  • To investigate the reaction of palladium acetate with carbodicarbene (CDC).
  • To elucidate the structural and bonding characteristics of the resulting palladium-CDC complex.
  • To explore the potential of CDC as a ligand for forming gem-bimetallic complexes.

Main Methods:

  • Synthesis of a trinuclear palladium acetate complex via intramolecular C(sp3)-H bond activation.
  • Solid-state structural analysis using X-ray crystallography.
  • Computational calculations including energy decomposition analysis (EDA) and natural orbitals for chemical valence (NOCV).

Main Results:

  • Formation of a Pd acetate trinuclear complex (1) through C-H activation of the CDC ligand.
  • The CDC ligand chelates two palladium centers in a geminal fashion, frustrating π-conjugation.
  • Successful synthesis of other gem-bimetallic complexes (Pd-Pd, Pd-Au, Ni-Au) demonstrating the versatility of CDC.

Conclusions:

  • Carbodicarbene (CDC) acts as an effective chelating ligand for palladium, facilitating intramolecular C-H activation.
  • The unique coordination mode of CDC enables the formation of gem-bimetallic complexes with various transition metals.
  • This study provides a proof-of-concept for the selective installation of metal centers using CDC ligands.