Synthesis and structure of potential Lewis acid–Lewis base bifunctional catalysts: 2-N, N-Diisopropylaminophenylboronate derivatives

…, LGF Patrick, MR Probert, GE Smith, A Whiting

Index: Coghlan, Samuel W.; Giles, Richard L.; Howard, Judith A.K.; Patrick, Leonard G.F.; Probert, Michael R.; Smith, Gillian E.; Whiting, Andrew Journal of Organometallic Chemistry, 2005 , vol. 690, # 21-22 p. 4784 - 4793

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Citation Number: 54

Abstract

Directed ortho-metallation is used to introduce a boron function into N, N- diisopropylbenzamide, resulting in the formation of both borinate and boronate derivatives. N, N-Diisopropylbenzamide ortho-boronate pinacol ester can be reduced with sodium borohydride–TMSCl resulting in N, N-diisopropylbenzylamino ortho-boronic acid. X-ray crystallography and 11B NMR of this compound clearly shows that the hindered ...