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  4. Borophosphonate Cages: Easily Accessible and Constitutionally Dynamic Heterocubane Scaffolds
 
research article

Borophosphonate Cages: Easily Accessible and Constitutionally Dynamic Heterocubane Scaffolds

Tönnemann, Justus  
•
Scopelliti, Rosario  
•
Zhurov, Konstantin  
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2012
Chemistry - A European Journal

A versatile and experimentally facile procedure for the synthesis of borophosphonate cages of the general formula [tBuPO3BR′]4 is described. The method involves heating of tert-butylphosphonic acid with a boronic acid in toluene to give borophosphonates in [4+4] condensation reactions. The products display a heterocubane structure with bent P-O-B bridges as evidenced by crystallographic analyses. Scrambling experiments show that the borophosphonate cages are constitutionally dynamic scaffolds with exchange reactions occurring on the hour time scale at room temperature. The cages can be decorated with reactive groups such as aldehydes. Our results demonstrate that borophosphonate cages are interesting building blocks for dynamic covalent chemistry.

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Type
research article
DOI
10.1002/chem.201201287
Web of Science ID

WOS:000306921600027

Author(s)
Tönnemann, Justus  
Scopelliti, Rosario  
Zhurov, Konstantin  
Menin, Laure  
Dehnen, Stefanie
Severin, Kay  
Date Issued

2012

Publisher

Wiley-V C H Verlag Gmbh

Published in
Chemistry - A European Journal
Volume

18

Start page

9939

End page

9945

Subjects

boron

•

cage compounds

•

dynamic covalent chemistry

•

heterocubane

•

phosphorus

Editorial or Peer reviewed

REVIEWED

Written at

EPFL

EPFL units
LCS  
Use this identifier to reference this record
https://infoscience.epfl.ch/handle/20.500.14299/83683
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