期刊
ORGANIC LETTERS
卷 11, 期 22, 页码 5238-5241出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol9021782
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资金
- EPSRC [EP/F013663/1, EP/G026203/1]
- Engineering and Physical Sciences Research Council [EP/G026203/1, EP/F013663/1, EP/E00413X/1] Funding Source: researchfish
- EPSRC [EP/G026203/1, EP/E00413X/1, EP/F013663/1] Funding Source: UKRI
Cyclocondensations of aromatic diamines with 1,1'-bis(2,4-dinitrophenyl)-4,4'-bipyridinium salts afford doubly or quadruply charged, macrocyclic, N,N'-diarylbipyridinium cations. These are tolerant of a wide range of acids, bases, and nucleophiles, although they appear to undergo reversible, one-electron reduction by tertiary amines. Single-crystal X-ray analysis demonstrates the presence of a macrocycle conformation In which the 4,4'-bipyridinium and 4,4'-biphenylenedisulfonyl residues are suitably spaced and aligned for complexation with pi-donor arenes, and NMR studies in solution indeed confirm binding to 1,5-bis[hydroxy(ethoxy)ethoxy]naphthalene.
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