Dealkylation with boron bromide chelates

Timothy S. Keizer, Lauren J. De Pue, Sean Parkin, David A. Atwood

Research output: Contribution to journalArticlepeer-review

10 Scopus citations


Potential two-point Lewis acid compounds can be formed by combining the salen( t Bu)H 2 (N,N′-alkylenenebis(3,5-di-tertbutyl(2-hydroxy) benzylidenimine) class of ligands and its derivatives with boron tribromide. In the present study compounds having the formula, L(BBr 2 ) 2 (L = salen( t Bu) (1), salhen( t Bu) (2), L([ p tolyl]BBr) (L = salen( t Bu) (3), salpen( t Bu) (4), salben( t Bu) (5), salhen( t Bu) (6), and t Bu-sal (6 t Bu)BBr 2 (7) were prepared. These compounds are active towards the dealkylation of alkyl phosphates and are catalytic when stoichiometric amounts of BBr 3 and trimethylphosphate are introduced to the chelate ligand. All of the compounds were characterized by Mp, elemental analysis, 1 H- and 11 B-NMR, IR, MS and in the case of 2 by X-ray crystallography.

Original languageEnglish
Pages (from-to)103-109
Number of pages7
JournalJournal of Organometallic Chemistry
Issue number1-2
StatePublished - Jan 20 2003

Bibliographical note

Funding Information:
L.J.D. was supported by the NSF-REU program (CHE -0097668) in the summer of 2001. NMR instruments used in this research were obtained with funds from the CRIF program of the National Science Foundation (CHE 997841) and from the Research Challenge Trust Fund of the University of Kentucky.). MAS NMR instrument was obtained from the Research Challenge Trust Fund of the University of Kentucky and the MRI program of the NSF (DMR-9977388).


  • Boron
  • Chelates
  • Dealkyation
  • Nerve gas agents

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry
  • Materials Chemistry


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