期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 59, 期 28, 页码 11278-11282出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202001398
关键词
carbenes; catalysis; cycloaddition; host-guest systems; rotaxanes
资金
- Ministry of Science and Technology (Taiwan) [MOST-107-2119-M-002-040]
- National Taiwan University [NTU-108L880102]
We have prepared NHC-Cu-I complexes with a rotaxane structure and used them as sterically sensitive catalysts for one-pot sequential copper-catalyzed azide/alkyne cycloadditions in solutions containing all of the coupling partners premixed in unprotected form. Most notably, a photolabile and sterically encumbered complex first catalyzed the coupling of a less bulky azide/alkyne pair; after removing the protective macrocyclic component from the rotaxane structure, through irradiation with light, the exposed dumbbell-shaped NHC-Cu-I complex catalyzed the second click reaction of a bulkier azide/alkyne pair. Using this approach, we obtained predominantly, from a single sealed pot, a bis-triazole product (84 %) from a mixture of two sterically distinct azides and a diyne.
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