Synthesis and structural characterisation of lithium and sodium 2,6-dibenzylphenolate complexes |
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Authors: | Cole Marcus L Junk Peter C Proctor Kathryn M Scott Janet L Strauss Christopher R |
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Institution: | School of Chemistry, Monash University, Victoria, 3800, Australia. |
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Abstract: | The stoichiometric treatment of 2,6-dibenzylphenol (HOdbp) or 2,2"-dimethoxy-2,6-dibenzylphenol (HOdbpOMe) with n-butyllithium or sodium bis(trimethylsilyl)amide (the latter as a solution in THF) in Et2O or DME affords the dimeric alkali metal phenolates {M(Odbp)(L)}2] (M = Li; L = Et2O (1), L = DME (2), M = Na; L = Et2O (5), L = DME (6)), {Li(OdbpOMe)}2] (3) and {M(OdbpOMe)(L)}2] (M = Li; L = DME (4), M = Na; L = THF (7), L = DME (8)). Complexes 3 and 7 exhibit -OdbpOMe methoxy coordination and all four sodium complexes (5-8) display pi-aryl contacts from one phenolate radial arm to each sodium centre. The attempted synthesis of {Na(odbp)}n by direct sodiation of HOdbp yields a small quantity of the 2-benzylphenolate {Na(Ombp)(DME)}4] (9) (-Ombp = -OC6H4-2-CH2Ph), providing a rare example of benzyl C-C bond scission. |
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