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Updated: Nov 7, 2025

Synthesis and Catalytic Performance of Gold Intercalated in the Walls of Mesoporous Silica
Published on: July 9, 2015
Using silyl protecting group to enable post-deposition C-C coupling reactions of alkyne-functionalized N-heterocyclic
Iris Berg1, Lillian Hale2, Mazal Carmiel-Kostan1
1Institute of Chemistry and The Centre for Nanoscience and Nanotechnology, The Hebrew University, Jerusalem 91904, Israel. elad.gross@mail.huji.ac.il.
Abstract:
N-Heterocyclic carbenes (NHCs) were functionalized with a triisopropylsilyl (TIPS)-protected alkyne group and self-assembled on Au films to enable post-deposition functionalization by C-C coupling reactions. The TIPS group efficiently protected the alkyne and prevented its deprotonation during surface-anchoring of NHC. Sonogashira C-C coupling reactions were performed on the Au film in high yield following removal of the TIPS group, demonstrating that post-deposition coupling reactions can be employed to widen the chemical scope of surface-anchored NHCs.
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