Halogen-Bonding-Induced Hydrogen Transfer to CN Bond with Hantzsch Ester

Halogen-Bonding-Induced Hydrogen Transfer to CN Bond with Hantzsch Ester

Several bidentate dihydroimidazolines were prepared and investigated as catalysts for hydrogen transfer reduction of CN bond with Hantzsch ester. Highly efficient reactions were observed for quinolines and imines with low catalyst loading of 2 mol %. The presence of halogen bonding was elucidated u...

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Veröffentlicht in:Organic letters 2014-06, Vol.16 (12), p.3244-3247
Hauptverfasser: He, Wei, Ge, Yi-Cen, Tan, Choon-Hong
Format: Artikel
Sprache:eng
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Zusammenfassung:Several bidentate dihydroimidazolines were prepared and investigated as catalysts for hydrogen transfer reduction of CN bond with Hantzsch ester. Highly efficient reactions were observed for quinolines and imines with low catalyst loading of 2 mol %. The presence of halogen bonding was elucidated using NMR studies and isothermal calorimeric titrations. Binding constants of the XB donors were also measured using isothermal calorimeric titrations (ITC).
ISSN:1523-7060
1523-7052
DOI:10.1021/ol501259q