Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 137, Issue 32, Pages 10068-10071Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.5b05080
Keywords
-
Categories
Funding
- UK Engineering and Physical Sciences Research Council (EPSRC)
- Gates Cambridge Trust
- University of Cambridge
- Corpus Christi College, Cambridge
- Engineering and Physical Sciences Research Council [EP/I005447/1, EP/J001163/1] Funding Source: researchfish
- EPSRC [EP/I005447/1, EP/J001163/1] Funding Source: UKRI
Ask authors/readers for more resources
Post-assembly modification (PAM) is a powerful tool for the Modular functionalization of self-assembled structures. We report a new family of tetrazine-edged (Fe4L6)-L-II tetrahedral cages, prepared using different aniline subcomponents, which undergo rapid and efficient PAM by inverse electron-demand Diels-Alder (IEDDA) reactions. Remarkably, the electron-donating or withdrawing ability of the para-substituent on the aniline moiety influences the IEDDA reactivity of the tetrazine ring 11 bonds away. This effect manifests as a linear free energy relationship, quantified using the Hammett equation, between sigma(para) and the rate of the IEDDA reaction. The rate of PAM can thus be adjusted by varying the aniline subcomponent.
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