Covalent capture of oriented calix[6]arene rotaxanes by a metal-free active template approach

Guido Orlandini; Giulio Ragazzon; Valeria Zanichelli; Andrea Secchi; Serena Silvi; Margherita Venturi; Arturo Arduini; Alberto Credi

doi:10.1039/C7CC02859H

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Covalent capture of oriented calix[6]arene rotaxanes by a metal-free active template approach†

Guido Orlandini,

^a Giulio Ragazzon,

^b Valeria Zanichelli,

^a Andrea Secchi,

^a Serena Silvi,

^b Margherita Venturi,

^bc Arturo Arduini

*^a and Alberto Credi

*^cd

Author affiliations

* Corresponding authors

^a Dipartimento di Scienze Chimiche, della Vita e della Sostenibilità Ambientale, Università di Parma, Parco Area delle Scienze 17/A, I-43124 Parma, Italy
E-mail: arturo.arduini@unipr.it

^b Dipartimento di Chimica “G. Ciamician”, Università di Bologna, via Selmi 2, 40126 Bologna, Italy

^c Istituto per la Sintesi Organica e la Fotoreattività, Consiglio Nazionale delle Ricerche, via Gobetti 101, 40129 Bologna, Italy

^d Dipartimento di Scienze e Tecnologie Agro-alimentari, Università di Bologna, viale Fanin 50, 40127 Bologna, Italy
E-mail: alberto.credi@unibo.it

Abstract

We describe the active template effect of a calix[6]arene host towards the alkylation of a complexed pyridylpyridinium guest. The acceleration of the reaction within the cavity is significant and rim-selective, enabling the efficient preparation of rotaxanes with full control of the mutual orientation of their nonsymmetric components.

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Article information

DOI: https://doi.org/10.1039/C7CC02859H
Article type: Communication
Submitted: 13 Apr 2017
Accepted: 11 May 2017
First published: 11 May 2017

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Chem. Commun., 2017,53, 6172-6174

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Covalent capture of oriented calix[6]arene rotaxanes by a metal-free active template approach

G. Orlandini, G. Ragazzon, V. Zanichelli, A. Secchi, S. Silvi, M. Venturi, A. Arduini and A. Credi, Chem. Commun., 2017, 53, 6172 DOI: 10.1039/C7CC02859H

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Chemical Communications

Covalent capture of oriented calix[6]arene rotaxanes by a metal-free active template approach†

Abstract

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Covalent capture of oriented calix[6]arene rotaxanes by a metal-free active template approach

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