Fusing catechol-driven surface anchoring with rapid hetero diels-alder ligation

Preuss, C.M., Zieger, M.M., Rodriguez-Emmenegger, C., Zydziak, N., Trouillet, V., Goldmann, A.S., & Barner-Kowollik, C. (2014) Fusing catechol-driven surface anchoring with rapid hetero diels-alder ligation. ACS Macro Letters, 3(11), pp. 1169-1173.

View at publisher


We fuse the surface anchoring abilities of catechols with the rapid ligating nature of thiocarbonyl thio-based hetero-Diels-Alder (HDA) reactions via the synthesis of a new small molecule (HDA-DOPA-Cp) combining a HDA moiety with a catechol. Inspired by the mechanism of strong adhesion of marine mussels, we employed catechols as anchors to attach HDA ligation points to silicon wafers. The latter was exploited to generate a base for the HDA reactions on the surface employing α-cyclopentadiene (Cp) functional polymers such as poly(ethylene glycol)-Cp (PEG-Cp) and poly(trifluoro ethyl methacrylate)-Cp (PTFEMA-Cp) as dienes. By utilizing the fast and efficient HDA chemistry in combination with catechol anchoring groups, a new method for creating functional surfaces was developed. © 2014 American Chemical Society.

Impact and interest:

9 citations in Scopus
9 citations in Web of Science®
Search Google Scholar™

Citation counts are sourced monthly from Scopus and Web of Science® citation databases.

These databases contain citations from different subsets of available publications and different time periods and thus the citation count from each is usually different. Some works are not in either database and no count is displayed. Scopus includes citations from articles published in 1996 onwards, and Web of Science® generally from 1980 onwards.

Citations counts from the Google Scholar™ indexing service can be viewed at the linked Google Scholar™ search.

ID Code: 99397
Item Type: Journal Article
Refereed: Yes
DOI: 10.1021/mz5006469
ISSN: 2161-1653
Divisions: Current > Schools > School of Chemistry, Physics & Mechanical Engineering
Current > Institutes > Institute for Future Environments
Current > QUT Faculties and Divisions > Science & Engineering Faculty
Deposited On: 22 Sep 2016 04:50
Last Modified: 17 May 2017 00:37

Export: EndNote | Dublin Core | BibTeX

Repository Staff Only: item control page