1383851-05-5

Basic information

• Product Name: [gold(I)Cl(1-(2,4,6-Me₃C₆H₂)-3,5-di(2,6-Me₂C₆H₃) 2-pyridylidene)]
• Synonyms: [gold(I)Cl(1-(2,4,6-Me₃C₆H₂)-3,5-di(2,6-Me₂C₆H₃) 2-pyridylidene)]
• CAS NO: 1383851-05-5
• Molecular Weight: 638.002
• Mol File: 1383851-05-5.mol

Chemical Properties

• CAS DataBase Reference: [gold(I)Cl(1-(2,4,6-Me₃C₆H₂)-3,5-di(2,6-Me₂C₆H₃) 2-pyridylidene)](CAS DataBase Reference)
• NIST Chemistry Reference: [gold(I)Cl(1-(2,4,6-Me₃C₆H₂)-3,5-di(2,6-Me₂C₆H₃) 2-pyridylidene)](1383851-05-5)
• EPA Substance Registry System: [gold(I)Cl(1-(2,4,6-Me₃C₆H₂)-3,5-di(2,6-Me₂C₆H₃) 2-pyridylidene)](1383851-05-5)

Safety Data

• Hazardous Substances Data: 1383851-05-5(Hazardous Substances Data)

Upstream product

• 29892-37-3 chloro(dimethylsulfide) gold(I) 
• 1383851-03-3 1-(2,4,6-Me₃C₆H₂)-3,5-di(2,6-Me₂C₆H₃) 2-pyridylidene 
• 1383851-01-1 3,5-bis(2',6'-dimethylphenyl)-1-mesitylpyridin-1-ium trifluoromethanesulfonate 

Relevant articles and documents

1,3,5-Triaryl 2-pyridylidene: Base-promoted generation and complexation

We herein report a base-promoted generation of sterically hindered 1,3,5-triaryl 2-pyridylidene from the corresponding pyridinium salt. The thus-generated 2-pyridylidene was trapped by S8 and Me 2SAuCl to form 2-pyridinethione and a 2-pyridylidene-gold(i) complex, respectively. Rearrangement of pyridylidene to pyrido[1,2-a]indole indicates high reactivity of the carbene center of 2-pyridylidene.

Pyridylidene ligand facilitates gold-catalyzed oxidative C-H arylation of heterocycles

Triaryl-2-pyridylidene effectively facilitates the gold-catalyzed oxidative C-H arylation of heteroarenes with arylsilanes as a unique electron-donating ligand on gold. The employment of the 2-pyridylidene ligand, which is one of the strongest electron-donating N-heterocyclic carbenes, resulted in the rate acceleration of the C-H arylation reaction of heterocycles over conventional ligands such as triphenylphosphine and a classical N-heterocyclic carbene. In situ observation and isolation of the 2-pyridylidene-gold(III) species, as well as a DFT study, indicated unusual stability of gold(III) species stabilized by strong electron donation from the 2-pyridylidene ligand. Thus, the gold(I)-to-gold(III) oxidation process is thought to be facilitated by the highly electron-donating 2-pyridylidene ligand.