Coordination-Driven Folding in Multi-Zn II -Porphyrin Arrays Constructed on a Pillar[5]arene Scaffold

Abstract : Pillar[5]arene derivatives bearing peripheral porphyrin subunits have been efficiently prepared from a decaazide pillar[5]arene building block (17) and ZnII-porphyrin derivatives bearing a terminal alkyne function (9 and 16). For the resulting deca-ZnII-porphyrin arrays (18 and 20), variable temperature NMR studies revealed an intramolecular complexation of the peripheral ZnII-porphyrin moieties by 1,2,3-triazole subunits. As a result, the molecules adopt a folded conformation. This was further confirmed by UV/Visspectroscopy and cyclic voltammetry. In addition, we have also demonstrated that the coordination-driven unfolding of 18 and 20 can be controlled by an external chemical stimulus. Specifically, addition of an imidazole derivative (22) to solution of 18 or 20 breaks the intramolecular coordination at the origin of the folding. The resulting molecular motions triggered by the addition of the imidazole ligand mimic the blooming of a flower.
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Chemistry - A European Journal, Wiley-VCH Verlag, 2017, 23 (46), pp.11011-11021. 〈10.1002/chem.201701622〉
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Thi Minh Nguyet Trinh, Iwona Nierengarten, Haifa Ben aziza, Eric Meichsner, Michel Holler, et al.. Coordination-Driven Folding in Multi-Zn II -Porphyrin Arrays Constructed on a Pillar[5]arene Scaffold. Chemistry - A European Journal, Wiley-VCH Verlag, 2017, 23 (46), pp.11011-11021. 〈10.1002/chem.201701622〉. 〈hal-01609037〉

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