The thermal reaction between the electron-rich iridium complex, [IrCOD(PMe3)3]Cl, 1a, and pyrrolic or anilinic N-H bonds results in the oxidative addition of the N-H bond and the formation of an amido iridium hydride complex, HIr(amido)(Cl)(PMe3)3 with loss of COD. The only isomer formed in this reaction has a meridional arrangement of PMe3 ligands, with H trans to Cl and the amido group trans to PMe3. The reaction products of 1a with pyrrole, indole and 3-methyl indole were fully characterized included by single crystal X-ray diffraction. Attachment of the pyrrolic ring nitrogen to the iridium results in an electron rich ring system that is activated and adds to alkynes in a Michael addition reaction under mild conditions without a catalyst.
|Number of pages||8|
|State||Published - Apr 18 2015|
Bibliographical noteFunding Information:
Financial support for this work was provided by ACS, PRF (Grant # 23961-C1 ) and by the National Science Foundation ( CHE-902244 ). Support for the server upon which Gaussian is run came from NSF Grant No. CHE-0741927 . Dr. Carla Slebodnick provided excellent advice on the use of RIGU to help model the disorder found in complex 4a .
© 2015 Elsevier Ltd. All rights reserved.
- Michael addition
- NH activation
- Oxidative addition
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Inorganic Chemistry
- Materials Chemistry