Self-assembly and characterization of a giant metallocycle

Hye Young Jang, Sung Youn Chang, Kyoung Jin Chang, Kyu-Sung Jeong

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

A giant, 100-membered metallocycle 3 was prepared via coordination bond-based self-assembly from W-shaped ligand 9 and a palladium complex. Metallocycle 3 may create three topologically discrete subcavities, thus capable of binding up to three molecules of a diamide guest by hydrogen-bonding interactions. Elemental analysis, 1H NMR, and the ESI-mass spectra, and vapor pressure osmometry (VPO) data were all consistent with the structure of 3. N,N,N′,N′-tetramethylterephthalamide G was used as a guest for the binding study, and ESI-mass spectrum clearly displayed a characteristic, intense peak at m/z 1542 (41%), attributed to the fragment [3•G 3-3CF3SO3]3+ of 1:3 (host/guest) complex. The 1H NMR titration experiments gave association constants of 2300 ± 300 and 1200 ± 200 M-1 in CDCl3 at 25°C for two identical outer cavities, with weak positive cooperativity (Hill coefficient h = 1.3).

Original languageEnglish
Pages (from-to)2433-2436
Number of pages4
JournalTetrahedron Letters
Volume46
Issue number14
DOIs
Publication statusPublished - 2005 Apr 4

Fingerprint

Self assembly
Osmometry
Nuclear magnetic resonance
Diamide
Vapor Pressure
Palladium
Hydrogen Bonding
Vapor pressure
Titration
Hydrogen bonds
Association reactions
Ligands
Molecules
Chemical analysis
Experiments
Proton Magnetic Resonance Spectroscopy

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Jang, Hye Young ; Chang, Sung Youn ; Chang, Kyoung Jin ; Jeong, Kyu-Sung. / Self-assembly and characterization of a giant metallocycle. In: Tetrahedron Letters. 2005 ; Vol. 46, No. 14. pp. 2433-2436.
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Self-assembly and characterization of a giant metallocycle. / Jang, Hye Young; Chang, Sung Youn; Chang, Kyoung Jin; Jeong, Kyu-Sung.

In: Tetrahedron Letters, Vol. 46, No. 14, 04.04.2005, p. 2433-2436.

Research output: Contribution to journalArticle

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