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.
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Mayo Clin, Coll Med & Sci, Dept Biochem & Mol Biol, 200 First St SW, Rochester, MN 55905 USAMayo Clin, Coll Med & Sci, Dept Biochem & Mol Biol, 200 First St SW, Rochester, MN 55905 USA
Peters, Justin P.
Kowal, Ewa A.
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Vanderbilt Univ, Sch Med, Dept Biochem, 607 Light Hall, Nashville, TN 37232 USAMayo Clin, Coll Med & Sci, Dept Biochem & Mol Biol, 200 First St SW, Rochester, MN 55905 USA
Kowal, Ewa A.
Pallan, Pradeep S.
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Vanderbilt Univ, Sch Med, Dept Biochem, 607 Light Hall, Nashville, TN 37232 USAMayo Clin, Coll Med & Sci, Dept Biochem & Mol Biol, 200 First St SW, Rochester, MN 55905 USA
Pallan, Pradeep S.
Egli, Martin
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Vanderbilt Univ, Sch Med, Dept Biochem, 607 Light Hall, Nashville, TN 37232 USAMayo Clin, Coll Med & Sci, Dept Biochem & Mol Biol, 200 First St SW, Rochester, MN 55905 USA
Egli, Martin
Maher, L. James, III
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Mayo Clin, Coll Med & Sci, Dept Biochem & Mol Biol, 200 First St SW, Rochester, MN 55905 USAMayo Clin, Coll Med & Sci, Dept Biochem & Mol Biol, 200 First St SW, Rochester, MN 55905 USA