Synthesis and comparative study of three monomeric boronates by spectroscopic methods and X-ray crystallography

Herbert Höpfl, Mario Sánchez, Norberto Farfán, Víctor Barba

Canadian Journal of Chemistry · 1998 · 45 citations · 1 references

Concepts

Abstract

Three boronates have been synthesized by reaction of tridentate azomethine ligands derived from salicylaldehyde with phenylboronic acid. The [5.4.0], [4.4.0], and [4.3.0]heterobicyclic structures obtained have been characterized by NMR spectroscopy and X-ray crystallography, whereby it could be proved that the [4.4.0]heterobicycle is the most stable one. Unexpectedly the salicylideneaminoethanol derivative does not lead to a macrocyclic structure, although molecular modeling reveals high ring strain for the monomeric product that is actually obtained.Key words: boronates, boron complexes, tridentate azomethine ligands, phenylboronic acid, X-ray crystallography.

References

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