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Synthesis of a Large Functional Cage Compound Based on Four GaGa Single Bonds and Its Application as an Oligoacceptor: On the Way to Bio‐Organogallium Hybrid Molecules
Author(s) -
Uhl Werner,
Voß Matthias,
Müller Jens,
Seubert Kristof
Publication year - 2011
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201100865
Subject(s) - molecule , chemistry , gallium , pyridinium , trimethylsilyl , crystallography , acceptor , chelation , nitrogen , stereochemistry , medicinal chemistry , inorganic chemistry , organic chemistry , physics , condensed matter physics
The digallium compound R 2 GaGaR 2 ( 1 ; R=CH(SiMe 3 ) 2 ) reacts with citracinic acid by the release of two equivalents of bis(trimethylsilyl)methane and the formation of a unique oligofunctional cage compound ( 2 ). Four GaGa bonds in a tetrahedral arrangement are bridged by four spacer ligands that are located on the faces of the tetrahedron and bridge the gallium atoms of three different GaGa bonds. Four pyridinium groups result from the shift of one of the three acidic protons of four citracinic acid molecules to the nitrogen atoms of the aromatic rings. The NH groups are arranged in pairs and are capable of acting as chelating acceptors for the coordination of THF molecules ( 2 (THF) 2 ) or the nitrogen atoms of 1‐deazapurine ( 3 (OEt 2 ) 4 ). In particular, the last reaction verifies the potential applicability of this relatively water‐ and air‐resistant acceptor compound for the generation of bioorganometallic hybrid molecules.