C-(2-hydroxyaryl)-N-(2-hydroxyphenylmethyl)nitrones as regioselective bedentate ligands in boron chelate formation. Crystal and molecular structures of a diphenylboron complex and its parent ligand

Article Abstract:

The C-(2-hydroxyaryl)-N-(2-hydroxyphenylmethyl)nitrones can be synthesized by condensation of substituted salicylaldehydes of various sorts with N-(2-hydroxyphenylmethyl)-hydroxylamine. Diphenylborinic acid anhydride reacts with the nitrones to yield 7-membered diphenylboron chelates. The structures were established by direct methods. They were refined by full-matrix least-squares methods showing R = 0.039 and 0.032 for 4162 and 2510 reflections with I greater than 3 sigma (I), respectively with R sub w = 0.036 and 0.031.

Author: Kliegel, Wolfgang, Rettig, Steven J., Trotter, James, Metge, Forg
Analysis, Aromatic compounds, Nitrogen compounds

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Reaction of ketoximes with aliphatic aldehydes and diphenylborinic acid: crystal and molecular structure of a diphenylboron chelate derived from the pivaldehyde adduct to cyclohexanone oxime

Article Abstract:

Reaction of ketoximes with diphenylborinic acid and aliphatic aldehydes have been investigated. Structure, both molecular and crystal, of a diphenylboron chelate from the pivaldehyde adduct to cyclohexanone oxime has been studied. A bulky substituent at the aldehyde favors alpha-hydroxyalkylation at the oxime oxygen atom and then leads to formation of BOCON diphenylboron chelates. Formaldehyde on the other hand reacts by N-alkylation of the oximes and results in COBON dephenylboron chelates.

Author: Kliegel, Wolfgang, Rettig, Steven J., Trotter, James, Riebe, Ulf
Canada, Observations, Aliphatic compounds, Aldehydes

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Aromatic aldonitrones of 2-(hydroxyamino)benzyl alcohol and their cyclic isomers. Crystal and molecular structures of a 1-hydroxy-1,2-dihydro-4H-3,1-benzoxazine, a boron chelate, and its parent nitrone ligand

Article Abstract:

1-hydroxy-2-(4-methoxyphenyl)-1,2-dihydro-4H-3,1-benzoxazine, a boron chelate, can be synthesized by 2-(hydroxyamino)benzyl alcohol and reactions with oxybis(diphenylborane). The compound is the first 1-hydroxy-1,2-dihydro-4H-3,1-benzoxazine derivative which has been structurally described, including a rare seven-membered boron heterocycle. Nitrones produced in this process may act as chelating ligands in boron chelate synthesis.

Author: Kliegel, Wolfgang, Metge, Jorg, Rettig, Steven J., Trotter, James
Chelates

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Subjects list: Crystals, Crystal structure, Organoboron compounds
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