期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 23, 期 58, 页码 14445-14449出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201704037
关键词
alcohol; cross coupling; dehydrogenation; nitrile; rhodium
资金
- National Natural Science Foundation of China [21473109, 21773145]
- Science and Technology Program of Shaanxi Province [2016KJXX-26]
- Program for Changjiang Scholars and Innovative Research Team in University [IRT_14R33]
- 111 project [B14041]
- Projects for the Academic Leaders and Academic Backbones, Shaanxi Normal University [16QNGG008]
- EPSRC [EP/K039687/1] Funding Source: UKRI
- Engineering and Physical Sciences Research Council [EP/K039687/1] Funding Source: researchfish
The chemoselective alkylation and olefination of alkylnitriles with alcohols have been developed by simply controlling the reaction atmosphere. A binuclear rhodium complex catalyzes the alkylation reaction under argon through a hydrogen-borrowing pathway and the olefination reaction under oxygen through aerobic dehydrogenation. Broad substrate scope is demonstrated, permitting the synthesis of some important organic building blocks. Mechanistic studies suggest that the alkylation product may be formed through conjugate reduction of an alkene intermediate by a rhodium hydride, whereas the formation of olefin product may be due to the oxidation of the rhodium hydride complex with molecular oxygen.
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