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Chloro{1,3-bis[2,6-di-i-propylphenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)

  • CAS No. 852445-84-2

  • Cat. No. CS-0111117
  • Purity≥95%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

Chloro{1,3-bis[2,6-di-i-propylphenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)|CS-0111117

Structure of 852445-84-2

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General Information

  • CAS No. 852445-84-2
  • Cat. No. CS-0111117
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₇H₃₈AuClN₂
  • Molecular Weight 623.02
  • Synonym(s) Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)
  • SMILES Cl[Au]C1N(C2=C(C(C)C)C=CC=C2C(C)C)CCN1C3=C(C(C)C)C=CC=C3C(C)C

Description

Chloro{1,3-bis[2,6-di-i-propylphenyl]-4,5-dihydroimidazol-2-ylidene}gold(I) is a sterically shielded gold(I) complex featuring a robust N-heterocyclic carbene ligand. The bulky di-isopropylphenyl groups confer exceptional stability and solubility in nonpolar solvents. This compound serves as a reliable precatalyst in gold-catalyzed transformations, enabling efficient C–H functionalization and cyclization reactions under mild conditions.

Application

Chloro{1,3-bis[2,6-di-i-propylphenyl]-4,5-dihydroimidazol-2-ylidene}gold(I) serves as a stable, bench-ready N-heterocyclic carbene (NHC) gold(I) complex that facilitates efficient C–H activation and conjugate addition reactions. Its sterically encumbered aryl substituents enhance solution stability and functional group tolerance, enabling reliable use in catalytic transformations. The complex functions as a versatile building block for gold-catalyzed synthesis of heterocycles and complex molecular scaffolds.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P233-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

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Computational Chemistry Data

  • TPSA   6.48
  • LogP   8.0267
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   7

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