Issue 80, 2020
From the journal:

Chemical Communications

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

Marc Schnierle, ORCID logo a   Svenja Blickle,a   Vasileios Filippou ORCID logo *ab  and  Mark R. Ringenberg ORCID logo *a  

* Corresponding authors

a Universität Stuttgart, Institut für Anorganische Chemie, Pfaffenwaldring 55, 70569 Stuttgart, Germany
E-mail: mark.ringenberg@iac.uni-stuttgart.de

b Varimol TGU, Pfaffenwaldring 55, 70569 Stuttgart, Germany
E-mail: filippou@varimol.de

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

DOI
https://doi.org/10.1039/D0CC03805A
Article type
Communication
Submitted
29 May 2020
Accepted
05 Aug 2020
First published
09 Sep 2020
This article is Open Access
Creative Commons BY license

Chem. Commun., 2020,56, 12033-12036

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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, 56, 12033 DOI: 10.1039/D0CC03805A

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