Synlett 2012; 23(10): 1467-1472
DOI: 10.1055/s-0031-1291045
letter
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Macrocycles with Anthracene Units and Amide Bonds; Potential Building Blocks for 1D and 2D Constructions

Animesh Saha
ETH Zürich, Department of Materials, Laboratory of Polymer Chemistry, Wolfgang-Pauli Str. 10, HCI J541, 8093 Zürich, Switzerland, Fax: +41(44)6331395   eMail: sakamoto@mat.ethz.ch   eMail: ads@mat.ethz.ch
,
Jeroen van Heijst
ETH Zürich, Department of Materials, Laboratory of Polymer Chemistry, Wolfgang-Pauli Str. 10, HCI J541, 8093 Zürich, Switzerland, Fax: +41(44)6331395   eMail: sakamoto@mat.ethz.ch   eMail: ads@mat.ethz.ch
,
Junji Sakamoto*
ETH Zürich, Department of Materials, Laboratory of Polymer Chemistry, Wolfgang-Pauli Str. 10, HCI J541, 8093 Zürich, Switzerland, Fax: +41(44)6331395   eMail: sakamoto@mat.ethz.ch   eMail: ads@mat.ethz.ch
,
A. Dieter Schlüter*
ETH Zürich, Department of Materials, Laboratory of Polymer Chemistry, Wolfgang-Pauli Str. 10, HCI J541, 8093 Zürich, Switzerland, Fax: +41(44)6331395   eMail: sakamoto@mat.ethz.ch   eMail: ads@mat.ethz.ch
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Publikationsverlauf

Received: 31. Januar 2012

Accepted after revision: 28. März 2012

Publikationsdatum:
25. Mai 2012 (online)


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Abstract

A collection of novel m-terphenyl and mixed m-terphenyl-anthracene building blocks were synthesised on scales between several 100 mg and a few grams. Proper connection of some of these building blocks utilising amide coupling chemistry afforded macrocycles containing two and three anthracene units. These macrocycles were obtained as virtually pure compounds on 14 and 24 mg scales, respectively. Their UV/Vis and fluorescence spectra are reminiscent of the parent anthracene, which renders them potential candidates for various applications including sensing and molecular constructions.

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