- A Zn(II)-Coordination Polymer for the Instantaneous Cleavage of Csp3-Csp3 Bond and Simultaneous Reduction of Ketone to Alcohol
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Two coordination polymers of Zn(II) and Cu(II) with n-butylmalonic acid have been achieved in this work. The crystallographic structural descriptions along with the sedimentary rock-type microstructural morphology of these two coordination polymers (CPs) have been explored. The reactivity of β-hydroxy ketones with these two CPs has also been investigated. The Zn(II)-CP shows a specific reactivity with β-hydroxy ketone at room temperature and in open air conditions. Through a microcolumn-based filtration technique, the Zn(II)-CP shows the capability to break the Csp3-Csp3 σ bonds of β-hydroxy ketone and simultaneously reduce the associated ketone to alcohol. Such conversion has been progressed without the use of any additional external reducing agent and any chemical workup or column chromatographic purification protocol. Other similar type CPs of Cu(II) and Mn(II) with n-butylmalonic acid completely failed to show similar reactivity with β-hydroxy ketone. On the basis of much experimental evidence, the most possible mechanistic pathway of the reactivity between β-hydroxy ketone and Zn(II)-CP has also been proposed through this work.
- Das, Gourab Kanti,Dey, Biswajit,Dhibar, Subhendu,Ghosh, Debasish,Gupta, Vivek K.
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supporting information
(2020/04/10)
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- PROTIODESILYLATION REACTIONS OF β AND γ-HYDROXYSILANES: DEUTERIUM LABELING AND SILICON-DIRECTED EPOXIDE OPENINGS
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Protiodesilylation reactions of β-hydroxysilanes are catalyzed by crown ether, can be used to introduce deuterium, and can be used to prepare silicon-free products of silicon-directed epoxide openings; similar reactions of γ-hydroxysilanes are possible.
- Hudrlik, Paul F.,Holmes, Peter E.,Hudrlik, Anne M.
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p. 6395 - 6398
(2007/10/02)
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- CYCLOHEXANONE OXYGENASE: STEREOCHEMISTRY, ENANTIOSELECTIVITY, AND REGIOSELECTIVITY OF AN ENZYME-CATALYZED BAEYER-VILLIGER REACTION.
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Cyclohexane oxygenase, from Acinetobacter NCIB 9871, has been incubated with (2S,6S)- left bracket 2,6-**2H//2 right bracket - and (2R)- left bracket 2-**2H//1 right bracket cyclohexanone. The resulting labeled epsilon -caprolactone (2-oxepanone) samples were degraded to 1-pentanol, which was esterified by using ( minus )-camphanyl chloride. Analysis of the camphanates by deuterium NMR spectroscopy, using Eu(dpm)//3, showed that the conversion of ketone to lactone had in each case proceeded with complete retention of configuration at the migrating carbon center. A similar degradation of (2R)- left bracket 2-**2H//1 right bracket cyclohexanone itself showed that reduction of left bracket 2-**2H//1 right bracket -cyclohex-2-enone by Beauveria bassiana ATCC 7159 is also completely stereoselective. A method has been developed for assessing the enantioselectivity of enzymes toward racemic substrate mixtures.
- Schwab,Li,Thomas
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p. 4800 - 4808
(2007/10/04)
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- MICROBIOLOGICAL SYNTHESIS AND CIRCULAR DICHROISM OF OPTICALLY ACTIVE 2-DEUTERIO-CYCLOALKANONES
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Optically active 2-deuterio-cyclopentanone and 2-deuterio-cyclohexanone have been prepared by microbiological reduction of 2-deuterio α,β-unsaturated cyclic ketones by Beauveria sulfurescens.
- Dauphin, G.,Gramain, J. C.,Kergomard, A.,Renard, M. F.,Veschambre, H.
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p. 4275 - 4278
(2007/10/02)
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