## Abstract The synthesis of 2,3‐didehydro[15]crown‐5 and −[18]crown‐6 derivatives 4a, b with vicinal α‐naphthyl groups at the double bonds starting from α‐naphthoin (3) is described. The barriers to rotation of the naphthyl groups were probed by MM2 and by dynamic ^1^H‐NMR spectroscopy. An achiral
The stereochemistry of crown ethers. III—Conformational variations during alkali complexation
✍ Scribed by E. Kleinpeter; S. Stoss; M. Gäbler; W. Schroth
- Publisher
- John Wiley and Sons
- Year
- 1989
- Tongue
- English
- Weight
- 495 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0749-1581
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✦ Synopsis
The 'H and "C NMR spectra of a series of structurally related crown ethers were recorded, and alkali metal complexation of the crown ethers was studied for different Li, Na and K salts. The alkali metal salt-induced 'H and "C chemical shifts are discussed in terms of conformational changes within the macrocyclic ring, and the results obtained were proved to be general by means of NOE enhancement factors and spin-lattice relaxation time measurements. KEY WORDS 'H/I3C NMR Crown ethers Complexation with alkali metal cations Intramolecular flexibility
📜 SIMILAR VOLUMES
I3C NMR studies of alkali metal cation complexation by six related crown ethers are described. The crown ethers (and ions studied) were 2,3-naphtho-20-crown-6 (Na', K+, Rb+, Cs'), 2,3-naphtho-17-crown-5 (Na', K ' , Rb+, Cs+), 2,3-naphtho-14-crown-4 (Na+, K + , Rb+, Cs+), l,&naphtho-21-crown-6 (Na',
## Abstract A series of monoaza‐15‐crown‐5 ethers (2b‐2h) having 4′‐hydroxy‐3′,5′‐disubstituted benzyl groups have been prepared by the Mannich reaction of 2,6‐disubstituted phenols with the corresponding __N__‐methoxymethylmonoaza‐crown ethers. Competitive transport through a chloroform membrane b