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Title
| - Theoretical Study of Substituent Effects on the Lewis Acid−Base Property ofAminoboranes
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Abstract
| - The reactivity of aminoboranes has been studied theoretically. We have derived the unoccupied reactiveorbitals localized on the boron pπ atomic orbital and the occupied reactive orbitals localized on the nitrogenlone-pair orbital in these compounds. The Lewis acidity of the boron center and the Lewis basicity of thenitrogen center have been estimated, by which the effect of substituents on the reactivity of aminoboranes issystematically examined. The results show that the substituent effects in aminoboranes are somewhat differentfrom those in other boranes and amines owing to the pπ−pπ conjugation. The experimentally observedreactivity trend in [2 + 2] cycloaddition reactions has been found to be understood in terms of localcharacteristics of aminoboranes as a Lewis acid and as a Lewis base. This view has been suggested to beapplicable to other types of reactions of aminoboranes.
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