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Insight into the Activation of In Situ Generated Chiral Rh I Catalysts and Their Application in Cyclotrimerizations
Author(s) -
Thiel Indre,
Horstmann Moritz,
Jungk Phillip,
Keller Sonja,
Fischer Fabian,
Drexler HansJoachim,
Heller Detlef,
Hapke Marko
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201703198
Subject(s) - catalysis , rhodium , solvent , chemistry , in situ , benzene , combinatorial chemistry , ammonia , medicinal chemistry , organic chemistry
Abstract We report a detailed study concerning the efficient generation of highly active chiral rhodium complexes of the general structure [Rh(diphosphine)(solvent) 2 ] + as well as their exemplary successful utilization as catalysts for cyclotrimerizations. Such solvent complexes could likewise be prepared from novel ammonia complexes of the type [Rh(diphosphine)(NH 3 ) 2 ] + . A valuable, feasible approach to generate novel chiral Rh I complexes was found by in situ generation from Wilkinson's catalyst [RhCl(PPh 3 ) 3 ] with chiral P,N ligands. The generated catalysts led to moderate to good enantioselectivities and excellent yields in the cyclotrimerizations of triynes, showcasing their usefulness in the synthesis of axially chiral benzene derivatives.