Journal
JOURNAL OF PHYSICAL CHEMISTRY B
Volume 110, Issue 32, Pages 15955-15962Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jp057416p
Keywords
-
Categories
Funding
- NIA NIH HHS [AG-69568] Funding Source: Medline
- NIGMS NIH HHS [L30 GM069568, R01 GM017880, GM-17880] Funding Source: Medline
Ask authors/readers for more resources
The rate of electron transfer is measured to two ferrocene and one iron tetraphenylporphyrin redox species coupled through terminal acetylenes to azide-terminated thiol monolayers by the Cu(I)-catalyzed azide-alkyne cycloaddition (a Sharpless click reaction) to form the 1,2,3-triazole linkage. The high yield, chemoselectivity, convenience, and broad applicability of this triazole formation reaction make such a modular assembly strategy very attractive. Electron-transfer rate constants from greater than 60,000 to 1 s(-1) are obtained by varying the length and conjugation of the electron-transfer bridge and by varying the surrounding diluent thiols in the monolayer. Triazole and the triazole carbonyl linkages provide similar electronic coupling for electron transfer as esters. The ability to vary the rate of electron transfer to many different redox species over many orders of magnitude by using modular coupling chemistry provides a convenient way to study and control the delivery of electrons to multielectron redox catalysts and similar interfacial systems that require controlled delivery of electrons.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available