Litcius/Paper detail

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

Anne Bakker, Matthias Freitag, Elena Kolodzeiski, Peter Bellotti, Alexander Timmer, Jindong Ren, Bertram Schulze Lammers, Daniel Moock, Herbert W. Roesky, Harry Mönig, Saeed Amirjalayer, Harald Fuchs, Frank Glorius

2020Angewandte Chemie International Edition66 citationsDOIOpen Access PDF

Abstract

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 the surface, which is of tremendous importance to gain an understanding of heterogeneous catalysts bearing CAACs as ligands.

Topics & Concepts

CarbeneScanning tunneling microscopeX-ray photoelectron spectroscopyAlkylChemistryCrystallographyDensity functional theoryTransition metalScanning tunneling spectroscopyMetalCatalysisStereochemistryMaterials sciencePhotochemistryComputational chemistryNanotechnologyOrganic chemistryPhysicsNuclear magnetic resonanceN-Heterocyclic Carbenes in Organic and Inorganic ChemistryCatalytic Cross-Coupling ReactionsCyclopropane Reaction Mechanisms