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Issue 46, 2012
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Alkali-metal mediated reactivity of a diaminobromoborane: mono- and bis-borylation of naphthalene versus boryl lithium or hydroborane formation

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Abstract

Reaction of lithium with PDABBr [PDA = C6H4-1,2-(NTripp)2, Tripp = 2,4,6-Pri3C6H2] and naphthalene afforded 2- and 2,6-borylated naphthalenes; conversely, use of high-sodium lithium (0.5% Na) afforded the lithium boryl [(PDAB)Li(THF)2]; this work establishes that main group reagents can achieve selective borylations of fused polycyclic aromatics under mild conditions in good yields.

Graphical abstract: Alkali-metal mediated reactivity of a diaminobromoborane: mono- and bis-borylation of naphthalene versus boryl lithium or hydroborane formation

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Supplementary files

Article information


Submitted
09 Mar 2012
Accepted
02 Apr 2012
First published
30 Apr 2012

Chem. Commun., 2012,48, 5769-5771
Article type
Communication

Alkali-metal mediated reactivity of a diaminobromoborane: mono- and bis-borylation of naphthalene versus boryl lithium or hydroborane formation

S. Robinson, J. McMaster, W. Lewis, A. J. Blake and S. T. Liddle, Chem. Commun., 2012, 48, 5769 DOI: 10.1039/C2CC31758C

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