Understanding the Subtleties of Frustrated Lewis Pair Activation of Carbonyl Compounds by N-Heterocyclic Carbene/Alkyl Gallium Pairings
نویسندگان
چکیده
منابع مشابه
Frustrated Lewis pair chemistry.
Frustrated Lewis pair (FLP) chemistry, a concept that has emerged in the last decade, presents unique systems capable of metal-free hydrogenation by using simple combinations of cooperative main group element components. This finding is particularly interesting given that hydrogenation is a chemical reaction that is performed on a huge scale worldwide with current technologies relying on metal-...
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The reaction of the N-heterocyclic carbene 1,3-di-tert-butyl-4,5-dimethylimidazolin-2-ylidene () with trimethylsilyl iodide, triflate and triflimidate [Me3SiX, X = I, CF3SO3 (OTf), (CF3SO2)2N (NTf2)] by mixing the neat, liquid starting materials afforded the corresponding 2-(trimethylsilyl)imidazolium salts [()SiMe3]X as highly reactive, white crystalline solids. Only the triflimidate (X = NTf2...
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Treatment of pyridines, quinoline and methylthiopyrazine with the frustrated Lewis pair TMPMgCl·BF(3) (1) leads to organotrifluoro borates which react readily with a variety of aromatic aldehydes in the absence of a transition metal catalyst.
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The chemistry of frustrated Lewis pairs derived from N-heterocyclic carbenes and a number of Lewis acids has been probed. The combination of 1,3-bis[2,6-(di-iso-propyl)phenyl]-1,3-imidazol-2-ylidene (IDipp) (1) with B(C6F5)3 was shown to give the classical Lewis acid-base adduct (IDipp)B(C6F5)3 (2) which was unreactive. In contrast, the combination 1,3-di-tert-butyl-1,3-imidazol-2-ylidene (3) w...
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Reaction of the -CH2OSiMe3 substituted allyldimesitylphosphane 5 with HB(C6F5)2 resulted in a hydroboration/(C6F5)2BOSiMe3 elimination sequence to give the phosphinomethyl substituted cyclopropane derivative , probably via a phosphiranium type intermediate. Addition of B(C6F5)3 to compound gave the stable phosphiranium/borate zwitterion that was isolated and characterized by X-ray diffraction.
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ژورنال
عنوان ژورنال: Chemistry - A European Journal
سال: 2016
ISSN: 0947-6539
DOI: 10.1002/chem.201603597