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Isolation of Azomethine Ylides and Their Complexes: Iridium(III)‐Mediated Cyclization of Nitrone Substrates Containing Alkynes
Author(s) -
Song Guoyong,
Chen Dan,
Su Yan,
Han Keli,
Pan ChengLing,
Jia Aiqun,
Li Xingwei
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201102561
Subject(s) - electrophile , chemistry , iridium , catalysis , azomethine ylide , redox , nitrone , medicinal chemistry , stereochemistry , combinatorial chemistry , organic chemistry , cycloaddition , 1,3 dipolar cycloaddition
Cat. at rest : [{IrCp*Cl 2 } 2 ] readily catalyzes the redox cyclization of nitron alkynes (e.g., 1 ) to give azomethine ylides that can then react with electrophiles and π bonds. The unusual O‐bound azomethine complex 2 was isolated and identified as the resting state of the catalyst in the azomethine ylide formation. Cp*=C 5 Me 5 .
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