The importance of four‐membered NHCs in stabilizing Breslow intermediates on benzoin condensation pathway
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DOI: 10.1002/jcc.26935
Abstract: N‐heterocyclic carbenes (NHCs) have been established to be effective organocatalysts for facilitating the benzoin condensation and many other reactions. These reactions involve the formation of a Breslow intermediate (BI), which exhibits umpolung chemistry. To facilitate… read more here.
Keywords: reaction; membered nhcs; chemistry; four membered ... See more keywords
Precipitation-Driven Diastereo- and Regioselective Macrocyclization via Benzoin Condensation: Effects of Solvents and Alkyl Chain Lengths
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DOI: 10.1039/d5qo01179e
Abstract: The benzoin condensation of a designed dialdehyde 1 with a terphenyl framework was investigated. When the reaction was carried out in mixed solvents composed of an alcohol and a co-solvent,... read more here.
Keywords: benzoin condensation; diastereo regioselective; precipitation driven; regioselective macrocyclization ... See more keywords
Mechanistic Pathways in Cyanide-Mediated Benzoin Condensation: A Comprehensive Electron Localisation Function (ELF) and Catastrophe Theory Analysis of the Umpolung Reaction
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DOI: 10.3390/molecules30020378
Abstract: This research investigates the mechanism of the cyanide-type umpolung reaction in benzoin condensation using topological analysis of ELF and catastrophe theory. The study achieves a comprehensive understanding of the evolution of chemical bonds and non-bonding… read more here.
Keywords: reaction; benzoin condensation; umpolung reaction; analysis ... See more keywords