A dibenzoazacyclooctyne as a reactive chain stopper for [2]rotaxanes

Z.-Y. Hou, B. Yeniad, J. van Guyse, P. Woisel, K.M. Mullen, F.P J.T. Rutjes, J.C.M. van Hest, R. Hoogenboom

Onderzoeksoutput: Bijdrage aan tijdschriftTijdschriftartikelAcademicpeer review

2 Citaten (Scopus)
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Samenvatting

A strained dibenzoazacyclooctyne (DIBAC) derivative was introduced for the preparation of a rotaxane by strain-promoted azide-alkyne cycloaddition (SPAAC), also referred to as a copper-free click reaction. The DIBAC can efficiently act as a bulky reactive chain stopper to transform a pseudorotaxane architecture consisting of a diazo-functionalized dialkoxy-naphthalene guest and a tetracationic cyclobis(paraquat-p-phenylene) (CBPQT(4+)) host into the corresponding [2]rotaxane. Furthermore, the use of the DIBAC is demonstrated to be limited to short rigid macrocycles, as it is unable to act as stopper for a rotaxane featuring a larger crown ether macrocyclic host.
Originele taal-2Engels
Artikelnummer21
Pagina's (van-tot)3107-3113
Aantal pagina's7
TijdschriftEuropean Journal of Organic Chemistry
Volume2017
Nummer van het tijdschrift21
DOI's
StatusGepubliceerd - 8 jun. 2017

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