Synthesis of a pillar[5]arene dimer by co-oligomerization and its complexation with n-octyltrimethyl ammonium hexafluorophosphate

• Published in: Tetrahedron letters Vol. 52; no. 34; pp. 4433 - 4436
• Main Authors: Xia, Binyuan, He, Jiuming, Abliz, Zeper, Yu, Yihua, Huang, Feihe
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 24.08.2011; Elsevier
• Subjects: Chemistry; Chemistry, Organic; Chloroform; Co-oligomerization; Complexation; Constants; Coordination compounds; Cross-disciplinary physics: materials science; rheology; Dimers; Exact sciences and technology; Host–guest system; Inorganic chemistry and origins of life; Materials science; Methods of nanofabrication; Oligomerization; Physical Sciences; Physics; Pillararene; Preparations and properties; Science & Technology; Self-assembly; Supramolecular and biochemical assembly; Supramolecular chemistry; Synthesis (chemistry); Tetrahedrons; Host–guest system; Self-assembly; Co-oligomerization; Pillararene; Supramolecular chemistry; ORGANIZATION; ASSEMBLIES; GUEST; NANOCAPSULES; Host-guest system; FACILE; Self assembly; Complexation; Oligomerization; Chloroform; Association constant; Hexafluophosphates; Ammonium compound; Gaseous state; Supramolecular structure; Hexane; Scatchard plot; Dimer; Inclusion compound; Chemical synthesis
• ISSN: 0040-4039; 1873-3581
• DOI: 10.1016/j.tetlet.2011.06.065

A pillar[5]arene dimer was successfully prepared by co-oligomerization of 1,4-dimethoxybenzene and 1,6-bis(4-butoxyphenoxy)hexane. It was demonstrated that it forms 1:2 complexes with n-octyltrimethyl ammonium hexafluorophosphate both in chloroform and the gaseous state. A Scatchard plot indicated that the complexation between them is statistical with an average association constant of 6.0 (±0.4)×102M−1 in chloroform.