Use of Ring-Expanded Diamino- and Diamidocarbene Ligands in Copper Catalyzed Azide–Alkyne “Click” Reactions | Zendy

Lee R. Collins | Zendy; Thomas M. Rookes | Zendy; Mary F. Mahon | Zendy; Ian M. Riddlestone | Zendy; Michael K. Whittlesey | Zendy

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Use of Ring-Expanded Diamino- and Diamidocarbene Ligands in Copper Catalyzed Azide–Alkyne “Click” Reactions

Author(s) -

Lee R. Collins,

Thomas M. Rookes,

Mary F. Mahon,

Ian M. Riddlestone,

Michael K. Whittlesey

Publication year - 2014

Publication title -

organometallics

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.231

H-Index - 172

eISSN - 1520-6041

pISSN - 0276-7333

DOI - 10.1021/om5004732

Subject(s) - chemistry , alkyne , cycloaddition , catalysis , carbene , copper , cationic polymerization , azide , ring (chemistry) , medicinal chemistry , click chemistry , 1,3 dipolar cycloaddition , polymer chemistry , stereochemistry , organic chemistry

The two-coordinate ring-expanded N-heterocyclic carbene copper(I) complexes [Cu(RE-NHC)2]+ (RE-NHC = 6-Mes, 7-o-Tol, 7-Mes) have been prepared and shown to be effective catalysts under neat conditions for the 1,3-dipolar cycloaddition of alkynes and azides. In contrast, the cationic diamidocarbene analogue [Cu(6-MesDAC)2]+ and the neutral species [(6-MesDAC)CuCl]2 and [(6-MesDAC)2(CuCl)3] show good activity when the catalysis is performed on water

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