Issue 46, 2012

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

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

Supplementary files

Article information

Article type
Communication
Submitted
09 Mar 2012
Accepted
02 Apr 2012
First published
30 Apr 2012

Chem. Commun., 2012,48, 5769-5771

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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