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Tetrazine metallation boosts rate and regioselectivity of inverse electron demand Diels–Alder (iEDDA) addition of dienophiles

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Abstract

Reported herein is the coordination of rhenium complexes to tetrazine ligand in [ReCl(CO)3(TzPy)] [1] (TzPy = 3-(2-pyridyl)-1,2,4,5-tetrazine) and the rates of addition of different dienophiles to the tetrazine. Tetrazine coordiation lowers the ΔS contribution to ΔG for iEDDA addition.

Graphical abstract: Tetrazine metallation boosts rate and regioselectivity of inverse electron demand Diels–Alder (iEDDA) addition of dienophiles

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Article information


Submitted
29 May 2020
Accepted
05 Aug 2020
First published
09 Sep 2020

This article is Open Access

Chem. Commun., 2020, Advance Article
Article type
Communication

Tetrazine metallation boosts rate and regioselectivity of inverse electron demand Diels–Alder (iEDDA) addition of dienophiles

M. Schnierle, S. Blickle, V. Filippou and M. R. Ringenberg, Chem. Commun., 2020, Advance Article , DOI: 10.1039/D0CC03805A

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