期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 26, 期 37, 页码 8220-8225出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202000781
关键词
cavitands; diffusion; DOSY; exchange; inclusion complexes
资金
- Gobierno de Espana MINECO [CTQ2017-84319-P]
- FEDER funds [CTQ2017-84319-P]
- CERCA Programme/Generalitat de Catalunya
- AGAUR [2017 SGR 1123]
- MECD [FPU14/01016]
A deep cavitand binds long-chain trans,trans- and trans,cis-bis-formamide isomers in water solution giving a pair of caviplexes in a ca. 60:40 ratio. Both caviplexes display in/out guest exchange dynamics that are slow on the H-1 NMR chemical shift timescale, but fast on the EXSY timescale. We apply diffusion-ordered NMR spectroscopy (DOSY) to characterize the caviplexes. On the diffusion timescale, the guest in/out exchange processes feature intermediate dynamics allowing the assessment of their kinetic stabilities. We found that the trans,cis-bis-formamide isomers form kinetically more stable caviplexes than the trans,trans-counterparts. We also show that the kinetic stabilities of the bis-formamide caviplexes relate well with their relative thermodynamic stabilities. Fortunately, the tuning of the DOSY parameters allowed the observation of the exchange dynamics as slow processes on the experiment timescale.
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