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Synthesis, Characterization, and Application of Two Al(OR F ) 3 Lewis Superacids
Author(s) -
Kraft Anne,
Trapp Nils,
Himmel Daniel,
Böhrer Hannes,
Schlüter Peter,
Scherer Harald,
Krossing Ingo
Publication year - 2012
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.201200448
Subject(s) - lewis acids and bases , adduct , chemistry , halide , hydride , characterization (materials science) , alkyl , crystal structure , medicinal chemistry , stereochemistry , crystallography , catalysis , organic chemistry , materials science , nanotechnology , metal
Abstract We report herein the synthesis and full characterization of the donor‐free Lewis superacids Al(OR F ) 3 with OR F =OC(CF 3 ) 3 ( 1 ) and OC(C 5 F 10 )C 6 F 5 ( 2 ), the stabilization of 1 as adducts with the very weak Lewis bases PhF, 1,2‐F 2 C 6 H 4 , and SO 2 , as well as the internal CF activation pathway of 1 leading to Al 2 (F)(OR F ) 5 ( 4 ) and trimeric [FAl(OR F ) 2 ] 3 ( 5 , OR F =OC(CF 3 ) 3 ). Insights have been gained from NMR studies, single‐crystal structure determinations, and DFT calculations. The usefulness of these Lewis acids for halide abstractions has been demonstrated by reactions with trityl chloride (NMR; crystal structures). The trityl salts allow the introduction of new, heteroleptic weakly coordinating [Cl‐Al(OR F ) 3 ] − anions, for example, by hydride or alkyl abstraction reactions.