Five-coordinate aluminum bromides: Synthesis, structure, cation formation, and cleavage of phosphate ester bonds

Amitabha Mitra, Lauren J. DePue, Sean Parkin, David A. Atwood

Research output: Contribution to journalArticlepeer-review

32 Scopus citations


The alkane elimination reaction between Salen(tBu)H2 ligands and diethylaluminum bromide was used to prepare three Salen aluminum bromide compounds salen(tBu)AlBr (1) (salen = N,N′-ethylenebis- (3,5-di-tert-butylsalicylideneimine)), salpen(tBu)AlBr (2) (salpen = N,N′-propylenebis(3,5-di-tert-butylsalicylideneimine)), and salophen( tBu)AlBr (3) (salophen = N,N′-o-phenylenenebis(3,5-di-tert- butylsalicylideneimine)). The compounds contain five-coordinate aluminum either in a distorted square pyramidal or a trigonal bipyramidal environment. The bromide group in these compounds could be displaced by triphenylphosphine oxide or triphenyl phosphate to produce the six-coordinate cationic aluminum compounds [salen(tBu)Al(Ph3PO)2]Br (4), [salpen( tBu)Al(Ph3PO)2]Br (5), [salophen( tBu)Al(Ph3PO)2]Br (6), and [salophen-( tBu)Al{(PhO)3PO)}2]Br (7). All the compounds were characterized by 1H, 13C, 27Al, and 31P NMR, IR, mass spectrometry, and melting point. Furthermore, compounds 1-3 and 5-7 were structurally characterized by single-crystal X-ray diffraction. Compounds 1-3 dealkylated a series of organophosphates in stoichiometric reactions by breaking the ester C-O bond. Also, they were catalytic in the dealkylation reaction between trimethyl phosphate and added boron tribromide.

Original languageEnglish
Pages (from-to)1147-1153
Number of pages7
JournalJournal of the American Chemical Society
Issue number4
StatePublished - Feb 1 2006

ASJC Scopus subject areas

  • Catalysis
  • General Chemistry
  • Biochemistry
  • Colloid and Surface Chemistry


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