Primary Studies on Variation in Position of Trifluoromethyl Groups in Several Aromatic Group-14 Derivatives by 19F-NMR Spectroscopy

Variation in the position of CF3 groups in several aromatic Group‐14 compounds was studied by 19F‐NMR spectroscopy. In these compounds RnECl4−n (n=1 or 2; E=Si, Ge, or Sn; R=2,4,6‐(CF3)3C6H2 (=Ar), 2,6‐(CF3)2C6H3 (=Ar′), or 2,4‐(CF3)2C6H3 (=Ar″)), Ar, Ar′, and Ar″ are all bulky, strongly electron‐wi...

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Bibliographic Details
Published in:Helvetica chimica acta 2013-06, Vol.96 (6), p.1078-1084
Main Authors: Xue, Bao Yu, Dillon, Keith B.
Format: Article
Language:English
Subjects:
Crystals
Diffraction
Electron-withdrawing ligands
Fluorine
Group-14-element compounds
NMR
NMR Spectroscopy
Nuclear magnetic resonance
X-rays
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Summary:Variation in the position of CF3 groups in several aromatic Group‐14 compounds was studied by 19F‐NMR spectroscopy. In these compounds RnECl4−n (n=1 or 2; E=Si, Ge, or Sn; R=2,4,6‐(CF3)3C6H2 (=Ar), 2,6‐(CF3)2C6H3 (=Ar′), or 2,4‐(CF3)2C6H3 (=Ar″)), Ar, Ar′, and Ar″ are all bulky, strongly electron‐withdrawing ligands. The 19F‐NMR studies of the variation in position of the CF3 substituents in these compounds as revealed by chemical shifts could be correlated with the electronegativities of the central elements E, and with intramolecular E–F interactions derived from single‐crystal X‐ray diffraction data. These interactions are considered to play an important role in the stabilization of these compounds.
ISSN:0018-019X
1522-2675
DOI:10.1002/hlca.201200389