New applications of crown ethers. X. 1 ) 13 CNMR relaxation times study of cation-binding behavior of monoazacrown ethers and Bis(monoazacrown ether)s

G. X. He, Toshihiko Imato, N. Ishibashi, Seiji Shinkai, T. Matsuda

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Abstract

13 C NMR relaxation times (T 1 s) have been determined for monoazacrown ethers (CA15C5 and CA18C6) and bis(monoazacrown ether)s (BCA15C5, BCA18C6, BOA15C5, and BOA18C6) in the absence and presence of Na + and K + ions. For the monoazacrown ethers with heptyl side chain and the bis(monoazacrown ether)s with pentamethylene bridge chain marked changes in T 1 values are observed upon the complexation, and the changes are dependent on the cation and on the structure of the ligands. The complexation with Na + ion can give a larger effect on the T 1 values for the bis(monoazacrown ether)s of 15- and 18-membered rings, especially on the mobility of the bridging chain carbons, which is indicative of the formation of an intramolecular sandwich complex. On the other hand, the present T 1 study again shows the prominent effect of the oxygen in the bridging chain on the complexation of BOA15C5 and BOA18C6. Small differences in T 1 values obtained between Na + complexes and K + complexes of these two bis(crown ether)s suggest that the complexes take an analogous partial structure for the two cations.

Original languageEnglish
Pages (from-to)401-406
Number of pages6
JournalBulletin of the Chemical Society of Japan
Volume63
Issue number2
DOIs
Publication statusPublished - Jul 25 1990

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Crown Ethers
Time and motion study
Ethers
Complexation
Ether
Relaxation time
Cations
Ions
Carbon
Nuclear magnetic resonance
Oxygen
Ligands

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

Cite this

New applications of crown ethers. X. 1 ) 13 CNMR relaxation times study of cation-binding behavior of monoazacrown ethers and Bis(monoazacrown ether)s . / He, G. X.; Imato, Toshihiko; Ishibashi, N.; Shinkai, Seiji; Matsuda, T.

In: Bulletin of the Chemical Society of Japan, Vol. 63, No. 2, 25.07.1990, p. 401-406.

Research output: Contribution to journalArticle

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AB - 13 C NMR relaxation times (T 1 s) have been determined for monoazacrown ethers (CA15C5 and CA18C6) and bis(monoazacrown ether)s (BCA15C5, BCA18C6, BOA15C5, and BOA18C6) in the absence and presence of Na + and K + ions. For the monoazacrown ethers with heptyl side chain and the bis(monoazacrown ether)s with pentamethylene bridge chain marked changes in T 1 values are observed upon the complexation, and the changes are dependent on the cation and on the structure of the ligands. The complexation with Na + ion can give a larger effect on the T 1 values for the bis(monoazacrown ether)s of 15- and 18-membered rings, especially on the mobility of the bridging chain carbons, which is indicative of the formation of an intramolecular sandwich complex. On the other hand, the present T 1 study again shows the prominent effect of the oxygen in the bridging chain on the complexation of BOA15C5 and BOA18C6. Small differences in T 1 values obtained between Na + complexes and K + complexes of these two bis(crown ether)s suggest that the complexes take an analogous partial structure for the two cations.

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