Abstract
Salen-type Schiff base ligands incorporating two different benzylidene moieties and a diamine backbone were synthesized in high yield (80-90%) under mild conditions via a stepwise approach. In the first step, anhydrous hydrochloric acid was used to selectively protect one amino group of the vicinal diamine backbone. The resulting ammonium salt was added to a substituted benzaldehyde providing access to a mono-imine product. This compound reacted with an equivalent of a different benzaldehyde in the presence of triethylamine to afford an unsymmetrical salen-type ligand. This synthetic method allows facile access to a plethora of salen-type Schiff base ligands with easily tunable steric and electronic properties.
Original language | English (US) |
---|---|
Pages (from-to) | 1221-1225 |
Number of pages | 5 |
Journal | Tetrahedron Letters |
Volume | 42 |
Issue number | 7 |
DOIs | |
State | Published - Feb 12 2001 |
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry