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Four-component zinc-porphyrin/zinc-salphen nanorotor

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Abstract

An off-axis supramolecular rotor was composed of four components: a zinc-porphyrin based stator with four phenanthroline stations and a zinc-salphen based rotator were self-assembled with DABCO and four copper(I) ions to furnish the rotor ROT-2 in quantitative yield. The DABCO serves as a connecting axle between the rotator and the stator, while the rotator is additionally connected to two copper(I)-loaded phenanthroline stations of the stator via its two pyridine terminals (Npy → [Cu(phen)]+). For the thermally activated rotation both Npy → [Cu(phen)]+ interactions have to be cleaved. Due to the high energy barrier of the rotation the slow motion was monitored by ROESY. The reduced speed (k298 = 0.2 s−1) was rationalised in terms of ground state stabilisation of the rotor as suggested by computational insight. Additional VT 1H-NMR investigation was undertaken to study the motion of DABCO that is sandwiched between zinc porphyrin and zinc salphen. The diagnostic splitting of the geminal DABCO protons was rationalised on the basis of the asymmetry induced by the salphen that generates a diastereotopic environment. Computations reproduced the experimental NMR with excellent agreement.

Graphical abstract: Four-component zinc-porphyrin/zinc-salphen nanorotor

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Publication details

The article was received on 12 Apr 2017, accepted on 23 Jun 2017 and first published on 12 Jul 2017


Article type: Paper
DOI: 10.1039/C7DT01323J
Citation: Dalton Trans., 2017, Advance Article
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    Four-component zinc-porphyrin/zinc-salphen nanorotor

    M. S. Özer, A. Rana, P. K. Biswas and M. Schmittel, Dalton Trans., 2017, Advance Article , DOI: 10.1039/C7DT01323J

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