Functionalized Self-Assembled Monolayers Bearing Diiminate Complexes Immobilized through Covalently Anchored Ligands

Elitsour Rozen, Yaron Erlich, Megan E. Reesbeck, Patrick L. Holland, Chaim N. Sukenik

Research output: Contribution to journalArticlepeer-review

1 Scopus citations

Abstract

The application of synthetic organic chemistry to the surface chemistry of monolayer arrays adds a novel dimension to the power of these systems for surface modification. This paper describes the elaboration of simple functionalized monolayers into dialdimine and dialdiminate ligands tethered to the monolayer surface. These ligands are then used to coordinate metal ions in an effort to form diiminate complexes with control over their environment and orientation. Ligand anchoring is best achieved through either thiol-ene photochemistry or azide-acetylene "click" chemistry. There is an influence of ligand bulk on some surface transformations, and in some cases reactions that have been reported to be effective on simple, homogeneous monolayer surfaces are not applicable to a more complex monolayer environment. The large excess of solution reagents relative to monolayer surface functionality adds another measure of difficulty to the control of interfacial reactions. In instances where the anchoring chain includes functional groups that can directly interact with metal ions, the metalation of ligand-bearing surfaces resulted in a higher metal ion content than would have been expected from binding only to the diimine ligands.

Original languageEnglish
Pages (from-to)13472-13480
Number of pages9
JournalLangmuir
Volume34
Issue number45
DOIs
StatePublished - 13 Nov 2018

Bibliographical note

Publisher Copyright:
© 2017 American Chemical Society.

Funding

We gratefully acknowledge the support of the US−Israel Binational Science Foundation and of the Edward and Judith Steinberg Chair in Nanotechnology at Bar Ilan University.

FundersFunder number
US−Israel Binational Science Foundation

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