Abstract
The reaction of alkylaluminum compounds (AlR3, R = Me, n-Bu) with the series of imidazolium-based fluorinating reagents [IPrH][F], [IPrH][(HF)F] and [IPrH][(HF)2F] led to the isolation of salts containing discrete triorganofluoroaluminate ([R3AlF]−), diorganodifluoroaluminate ([R2AlF2]−), and organotrifluoroaluminate ([RAlF3]−) anions, respectively. The formation of [R2AlF2]− and [RAlF3]− anions was accompanied by the release of RH. The syntheses are effective, selective, and straightforward. The related reactions of an arylaluminum compound (AlPh3) resulted in a mixture of different phenylfluoroaluminate anions. All of the obtained products were characterized by NMR and Raman spectroscopy. Structural features of [IPrH][Me2AlF2] (2), [IPrH][MeAlF3] (3), [IPr][AlF4] (4), [IPrH][n-Bu3AlF] (5), [IPrH][n-Bu2AlF2] (6), [IPrH][n-BuAlF3] (7), [IPrH][Ph3AlF] (8), and [IPrH][PhAlF3] (10) were determined by single-crystal X-ray diffraction and compared with DFT calculations of structurally optimized salts.
Highlights
In the 1950s, Ziegler and co-workers pioneered the discovery of organoaluminum compounds, organoaluminum fluorides, and their catalytic utility in olefin polymerization.[1,2] Since the number of such compounds has grown tremendously.Currently, organoaluminum fluoride fragments are found in various organometallic structures.[3]
To expand the general knowledge of organofluoroaluminates, we have investigated the reactivity of organoaluminum compounds with imidazolium-based fluorinating reagents
To better understand the reactivity of various organoaluminum compounds with imidazolium-based fluorinating reagents, we extended our work to the arylaluminum compounds, in our case AlPh3
Summary
In the 1950s, Ziegler and co-workers pioneered the discovery of organoaluminum compounds, organoaluminum fluorides, and their catalytic utility in olefin polymerization.[1,2] Since the number of such compounds has grown tremendously. The asymmetric unit of [IPrH][Me2AlF2]·C6D6 (2a) contains two halves of C6D6 solvent located in channels along the a axis and oriented to allow C−H π-interactions between C6D6 molecules in the channels (see Figure S52 in the Supporting Information) In both structures, the two ions interact to form the hydrogen bond C(12)−H(12)···F(2) with H···F distances of 1.985(1) Å (2a) and 1.999(1) Å (6) and C···F distances of 2.931(2) Å (2a) and 2.900(1) Å (6). The difference in bond lengths between calculated and experimental values can be attributed to the disorder of fluorine and carbon atoms in the crystal structures
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