Home >

news Help

Publication Information


Title
Japanese: 
English:Triptycene-Based Self-Assembled Monolayer as a Template for Successive Click Reactions 
Author
Japanese: S. Das, 石割 文崇, 庄子 良晃, 福島 孝典, M. Zharnikov.  
English: S. Das, F. Ishiwari, Y. Shoji, T. Fukushima, M. Zharnikov.  
Language English 
Journal/Book name
Japanese: 
English:The Journal of physical chemistry C 
Volume, Number, Page Volume 127    10    Page 5178–5185
Published date Mar. 1, 2023 
Publisher
Japanese: 
English: 
Conference name
Japanese: 
English: 
Conference site
Japanese: 
English: 
Official URL https://pubs.acs.org/doi/full/10.1021/acs.jpcc.3c00443
 
DOI https://doi.org/10.1021/acs.jpcc.3c00443
Abstract Triptycene-based molecules represent a promising platform for tripodal monomolecular assembly on solid substrates. The versatility of the approach can be increased significantly if a decoration of the assembled tripods by purpose-specific functional groups will be possible. In this context, the possibility of click reaction between the 10-ethynyl-substituted 1,8,13-trimercaptomethyltriptycene monolayer (EtTripS) on Au(111) and an azide-decorated substituent is tested and additionally verified by a subsequent derivatization reaction. The primary monolayer is shown to exhibit dense molecular packing, tripodal adsorption geometry, and high orientational order, which qualify it well as a template for subsequent reactions. The characteristic spectroscopic fingerprints of the click and derivatization reactions were recorded. The overall impact of these reactions on the work function of the EtTripS-engineered substrate─used as a measure of their efficiency and as an example of functional properties─was well comparable with the effect of the analogous substitution (−CF3) for monodentate monolayers, emphasizing the high potential of the on-surface modification approach.

©2007 Tokyo Institute of Technology All rights reserved.