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Quantum chemical insights into the dependence of porphyrin basicity on the meso-aryl substituents: thermodynamics, buckling, reaction sites and molecular flexibility

URN to cite this document:
urn:nbn:de:bvb:355-epub-332636
DOI to cite this document:
10.5283/epub.33263
Presselt, Martin ; Dehaen, Wim ; Maes, Wouter ; Klamt, Andreas ; Martinez, Todd ; Beenken, Wichard J. D. ; Kruk, Mikalai
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Date of publication of this fulltext: 08 Feb 2016 13:56


Abstract

The chemical and sensing properties of porphyrins are frequently tuned via the introduction of peripheral substituents. In the context of the exceptionally fast second protonation step in the case of 5,10,15,20- tetraphenylporphyrin (TPP), as compared to porphin and 5,10,15,20-tetramesitylporphyrin (TMesP), we investigated the macrocycle-substituent interactions of these three porphyrin ...

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