期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 141, 期 22, 页码 8907-8913出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.9b02207
关键词
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资金
- China Scholarship Council
- European Research Council (ERC Consolidator grant, RAMSES) [683083]
- DFG [EXC 2033, 390677874, GRK2376, 331085229]
Fullerenes and their derivatives are of tremendous technological relevance. Synthetic access and application are still hampered by tedious purification protocols, peculiar solubility, and limited control over regioselective derivatization. We present a modular self-assembly system based on a new low-molecular-weight binding motif, appended by two palladium(II)-coordinating units of different steric demands, to either form a [Pd2L41](4+) cage or an unprecedented [Pd2L32(MeCN)(2)](4+) bowl (with L-1 = pyridyl, L-2 = quinolinyl donors). The former was used as a selective induced-fit receptor for C-60. The latter, owing to its more open structure, also allows binding of C-70 and fullerene derivatives. By exposing only a fraction of the bound guests' surface, the bowl acts as fullerene protecting group to control functionalization, as demonstrated by exclusive monoaddition of anthracene. In a hierarchical manner, sterically low-demanding dicarboxylates were found to bridge pairs of bowls into pill-shaped dimers, able to host two fullerenes. The hosts allow transferring bound fullerenes into a variety of organic solvents, extending the scope of possible derivatization and processing methodologies.
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