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Bis[di‐ n ‐alkyl(fluoro)stannyl]methanes, (R 2 FSn) 2 CH 2 (R = n ‐octyl, n ‐dodecyl): Stable Fluoride‐Selective Carriers

The synthesis of bis[di‐ n ‐alkyl(fluoro)stannyl]methanes, [(R 2 )FSn] 2 CH 2, ( 3 , R = n ‐octyl; 4 , R = n ‐dodecyl), is reported and their unprecedented dimeric structure in solution with pentacoordinate tin atoms is rationalized on the basis of 19 F and 119 Sn NMR spectroscopy, osmometric molecu...

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Bibliographic Details
Published in:European journal of inorganic chemistry 2004-06, Vol.2004 (11), p.2283-2288
Main Authors: Chaniotakis, Nikolas, Jurkschat, Klaus, Müller, Dirk, Perdikaki, Katerina, Reeske, Gregor
Format: Article
Language:English
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Summary:The synthesis of bis[di‐ n ‐alkyl(fluoro)stannyl]methanes, [(R 2 )FSn] 2 CH 2, ( 3 , R = n ‐octyl; 4 , R = n ‐dodecyl), is reported and their unprecedented dimeric structure in solution with pentacoordinate tin atoms is rationalized on the basis of 19 F and 119 Sn NMR spectroscopy, osmometric molecular mass determination and electrospray mass spectrometry (ESMS). 19 F and 119 Sn MAS NMR and Mössbauer spectroscopy also indicate pentacoordinate tin atoms for the solid state. The ability of compounds 3 and 4 to bind fluoride ion selectively and reversibly is evaluated through potentiometric measurements. Compared with the previously reported organotin( IV )‐based fluoride ionophore [Cl(Ph 2 )Sn] 2 CH 2 , 3 and 4 exhibit a drastically improved lifetime, while retaining their high preference for fluoride over all other lipophilic anions evaluated. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)
ISSN:1434-1948
1099-0682
DOI:10.1002/ejic.200300780