Subphthalocyanine-Stoppered [2]Rotaxanes: Synthesis and Size/Energy Threshold of Slippage

Yuto Kage; Soji Shimizu; Gabriele Kociok-Köhn; Hiroyuki Furuta; G. Dan Pantoş

doi:10.1021/acs.orglett.9b04620

Subphthalocyanine-Stoppered [2]Rotaxanes: Synthesis and Size/Energy Threshold of Slippage

Yuto Kage, Soji Shimizu, Gabriele Kociok-Köhn, Hiroyuki Furuta, G. Dan Pantoş

Kyushu University

Research output: Contribution to journal › Article › peer-review

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Abstract

Subphthalocyanine (SubPc)-stoppered [2]rotaxanes were synthesized for the first time. The rotaxane bearing unsubstituted SubPc as a stopper exhibited an equilibrium of slipping-on and slipping-off, whereas a perfluorinated SubPc stopper completely blocked slippage of the ring due to its slightly larger size. Kinetic studies revealed the Gibbs free energy of activation for the slipping-on and slipping-off processes. The optical properties of the rotaxanes, including photoinduced electron transfer, were also revealed.

Original language	English
Pages (from-to)	1096-1101
Number of pages	6
Journal	Organic Letters
Volume	22
Issue number	3
Early online date	16 Jan 2020
DOIs	https://doi.org/10.1021/acs.orglett.9b04620
Publication status	Published - 7 Feb 2020

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/acs.orglett.9b04620

Revision_SubPc_Rotaxane_gdp.pdf
This document is the Accepted Manuscript version of a Published Work that appeared in final form in Org. Lett., copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.orglett.9b04620
Accepted author manuscript, 2.44 MB

Cite this

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abstract = "Subphthalocyanine (SubPc)-stoppered [2]rotaxanes were synthesized for the first time. The rotaxane bearing unsubstituted SubPc as a stopper exhibited an equilibrium of slipping-on and slipping-off, whereas a perfluorinated SubPc stopper completely blocked slippage of the ring due to its slightly larger size. Kinetic studies revealed the Gibbs free energy of activation for the slipping-on and slipping-off processes. The optical properties of the rotaxanes, including photoinduced electron transfer, were also revealed.",

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AU - Furuta, Hiroyuki

AU - Pantoş, G. Dan

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AB - Subphthalocyanine (SubPc)-stoppered [2]rotaxanes were synthesized for the first time. The rotaxane bearing unsubstituted SubPc as a stopper exhibited an equilibrium of slipping-on and slipping-off, whereas a perfluorinated SubPc stopper completely blocked slippage of the ring due to its slightly larger size. Kinetic studies revealed the Gibbs free energy of activation for the slipping-on and slipping-off processes. The optical properties of the rotaxanes, including photoinduced electron transfer, were also revealed.

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Subphthalocyanine-Stoppered [2]Rotaxanes: Synthesis and Size/Energy Threshold of Slippage

Abstract

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