Journals / Turkish Journal of Chemistry / 2010 / Cilt: 34 - Sayı: 5

Co(III) catalysed asymmetric ring-opening of epichlorohydrin by salicylaldehyde derivatives: reversal of enantioselectivity and rate acceleration on addition of AlCl3

Pages
711–718
Publication Date
2010-05-01
DOI
—
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AI Summary & Key Takeaways

AI Insight
⚡ TL;DR(Too Long; Didn't Read)

For 2,3-dihydroxybenzaldehyde and salicylaldehyde, addition of AlCl3 to the reaction mixture led to an increase in reaction rate without any decrease in product enantiopurity.

📌 3 Key Takeaways

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Objective & Hypothesis:Using asymmetric Cobalt(III) salen catalysts, the ring-opening of epichlorohydrin by 2,3-dihydroxybenzal- dehyde and 2,4- dihydroxybenzaldehyde was found to occur at the phenolic groups most distant from the aldehydic group.
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Key Findings & Data:Switching catalysts afforded a reversal in enantioselectivity.
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Conclusion & Impact:For 2,3-dihydroxybenzaldehyde and salicylaldehyde, addition of AlCl3 to the reaction mixture led to an increase in reaction rate without any decrease in product enantiopurity.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Asymmetric catalysis · salicylaldehyde · Co(III) salen

Abstract

Using asymmetric Cobalt(III) salen catalysts, the ring-opening of epichlorohydrin by 2,3-dihydroxybenzal- dehyde and 2,4- dihydroxybenzaldehyde was found to occur at the phenolic groups most distant from the aldehydic group. Switching catalysts afforded a reversal in enantioselectivity. For 2,3-dihydroxybenzaldehyde and salicylaldehyde, addition of AlCl3 to the reaction mixture led to an increase in reaction rate without any decrease in product enantiopurity.

Özet

Using asymmetric Cobalt(III) salen catalysts, the ring-opening of epichlorohydrin by 2,3-dihydroxybenzal- dehyde and 2,4- dihydroxybenzaldehyde was found to occur at the phenolic groups most distant from the aldehydic group. Switching catalysts afforded a reversal in enantioselectivity. For 2,3-dihydroxybenzaldehyde and salicylaldehyde, addition of AlCl3 to the reaction mixture led to an increase in reaction rate without any decrease in product enantiopurity.

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Cite This Article

KARADENİZ, L., KOZ, G., AYDIN, K., ASTLEY, S. T. (2010). Co(III) catalysed asymmetric ring-opening of epichlorohydrin by salicylaldehyde derivatives: reversal of enantioselectivity and rate acceleration on addition of AlCl3. Turkish Journal of Chemistry, Cilt: 34 - Sayı: 5, 711–718. https://ajindex.com/articles/185149

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