Synthesis 2012; 44(19): 3095-3107
DOI: 10.1055/s-0032-1317031
paper
© Georg Thieme Verlag Stuttgart · New York

Template Synthesis of endo-Functionalized Macrocycles Using Boronic Esters of Tetraols Followed by Ring-Closing Metathesis[1]

Dennis Stoltenberg
a  Otto-Diels-Institut für Organische Chemie, Christian-Albrechts-Universität zu Kiel, Olshausenstraße 40, 24098 Kiel, Germany, Fax: +49(431)8801558   Email: luening@oc.uni-kiel.de
,
Christian Näther
b  Institut für Anorganische Chemie, Christian-Albrechts-Universität zu Kiel, Olshausenstraße 40, 24098 Kiel, Germany, Fax: +49(431)8801520   Email: cnaether@ac.uni-kiel.de
,
Hajo Meyer
a  Otto-Diels-Institut für Organische Chemie, Christian-Albrechts-Universität zu Kiel, Olshausenstraße 40, 24098 Kiel, Germany, Fax: +49(431)8801558   Email: luening@oc.uni-kiel.de
,
Svea Machay
a  Otto-Diels-Institut für Organische Chemie, Christian-Albrechts-Universität zu Kiel, Olshausenstraße 40, 24098 Kiel, Germany, Fax: +49(431)8801558   Email: luening@oc.uni-kiel.de
,
Sonja Lüthje
a  Otto-Diels-Institut für Organische Chemie, Christian-Albrechts-Universität zu Kiel, Olshausenstraße 40, 24098 Kiel, Germany, Fax: +49(431)8801558   Email: luening@oc.uni-kiel.de
,
Ulrich Lüning*
a  Otto-Diels-Institut für Organische Chemie, Christian-Albrechts-Universität zu Kiel, Olshausenstraße 40, 24098 Kiel, Germany, Fax: +49(431)8801558   Email: luening@oc.uni-kiel.de
› Author Affiliations
Further Information

Publication History

Received: 21 June 2012

Accepted after revision: 12 July 2012

Publication Date:
20 August 2012 (online)


Abstract

Several stiff tetraols can be used as templates for the synthesis of bimacrocyclic diboronic esters. The endo-boronic acid functionalities can be substituted to give new endo-functionalized macrocycles (phenols, biphenyls) or new bimacrocycles (concave pyridines or concave 1,10-phenanthrolines).

 
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