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2 NEW Gold Photocatalysts!

[Au(IPr)(cbz)] (79-0000) & [Au(SIPr)(cbz)] (79-0002)

Gold NHC complexes are known as powerful synthetic tools not only for  numerous catalytic transformations in organic chemistry, but also for applications in organic light-emitting diodes (OLEDS) and other next-generation photonic applications. However, many known synthetic protocols are carried out in toxic solvents and require either multiple synthetic steps or the use of a phase transfer catalyst and long reaction times.

Image1            Image2

79-0000                                     79-0002

Recently, Professor Steven P. Nolan from Ghent University has developed simple synthetic routes to carbene-metal-amido (CMA) complexes of gold relevant for photonic applications (79-0000 and 79-0002). Developed methodology makes use of a mild base, K2CO3, which proved to be superior to other mild bases both computationally and confirmed experimentally. [1,2]

The issue of environmental unfriendly solvent use was addressed by deployment of green solvents (acetone and ethanol) in classical batch reactions under and  the use of solventless conditions via mechanochemical approach.  This is  showcased for the first time for CMA synthesis. [1]

[Au(IPr)(cbz)] (79-0000) and [Au(SIPr)(cbz)] (79-0002) photocatalysts have demonstrated promising photophysical properties; such as remarkable long lifetimes in solution and impressively high energy emission. Preliminary photocatalytic reaction of intermolecular [2+2] cycloaddition of dicinnamyl ethers [1], N-tosylamides [1, 2] and indols [1, 2] proceeded smoothly under non-optimized conditions.

[Au(SIPr)(cbz)] (79-0002) is also useful for non-photocatalytic additions of carboxylic acids to alkynes. [3]

For more information, please review the corresponding technical notes.

References:

  1.  Chem. Eur. J. 2021, 27, 11904.
  2.  Chem. Sci. 2022, 13, 6852.
  3.  Chem. Eur. J. 2022, 28, e202201224.

 

Featured Products

79-0000 (1,3-Bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene)(9H-carbazol-9-yl)gold(I), 95% [Au(IPr)(cbz)] (2265901-68-4)

79-0002 (1,3-Bis(2,6-diisopropylphenyl)imidazolidin-2-ylidene)(9H-carbazol-9-yl)gold(I), 95% [Au(SIPr)(cbz)] (2674202-45-8)

 

 

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