Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 9, Pages 3171-3175Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201511271
Keywords
alkenes; carbene transfer; cyclopropanation; nickel catalysis; reductive cycloaddition
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Funding
- Purdue University
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Dinuclear Ni complexes supported by naphthyridine-diimine (NDI) ligands catalyze the reductive cyclopropanation of alkenes with CH2Cl2 as the methylene source. The use of mild terminal reductants (Zn or Et2Zn) confers significant functional-group tolerance, and the catalyst accommodates structurally and electronically diverse alkenes. Mononickel catalysts bearing related Nchelates afford comparatively low cyclopropane yields (20%). These results constitute an entry into catalytic carbene transformations from oxidized methylene precursors.
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