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An Electron-Rich Cyclic (Alkyl)(Amino)Carbene on Au(111), Ag(111), and Cu(111) Surfaces.

ABSTRACT: The structural properties and binding motif of a strongly ?-electron-donating N-heterocyclic carbene have been investigated on different transition-metal surfaces. The examined cyclic (alkyl)(amino)carbene (CAAC) was found to be mobile on surfaces, and molecular islands with short-range order could be found at high coverage. A combination of scanning tunneling microscopy (STM), X-ray photoelectron spectroscopy (XPS), and density functional theory (DFT) calculations highlights how CAACs bind to the surface, which is of tremendous importance to gain an understanding of heterogeneous catalysts bearing CAACs as ligands.

SUBMITTER: Bakker A 

PROVIDER: S-EPMC7496406 | biostudies-literature | 2020 Aug

REPOSITORIES: biostudies-literature

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An Electron-Rich Cyclic (Alkyl)(Amino)Carbene on Au(111), Ag(111), and Cu(111) Surfaces.

Bakker Anne A   Freitag Matthias M   Kolodzeiski Elena E   Bellotti Peter P   Timmer Alexander A   Ren Jindong J   Schulze Lammers Bertram B   Moock Daniel D   Roesky Herbert W HW   Mönig Harry H   Amirjalayer Saeed S   Fuchs Harald H   Glorius Frank F  

Angewandte Chemie (International ed. in English) 20200603 32

The structural properties and binding motif of a strongly σ-electron-donating N-heterocyclic carbene have been investigated on different transition-metal surfaces. The examined cyclic (alkyl)(amino)carbene (CAAC) was found to be mobile on surfaces, and molecular islands with short-range order could be found at high coverage. A combination of scanning tunneling microscopy (STM), X-ray photoelectron spectroscopy (XPS), and density functional theory (DFT) calculations highlights how CAACs bind to t  ...[more]

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