Issue 27, 2014

Guest induced head-to-tail columnar assembly of 5,17-difunctionalized calix[4]arene

Abstract

Calix[4]arene possessing two catechol side arms 1 and organic molecules (nPrOH, AcOH, AcOEt, and CH3CN) crystallized to afford cocrystals: 1·(nPrOH)4, 1·(AcOH)4, 1·(AcOEt), and 1·(CH3CN)2. In these cocrystals, calix[4]arene 1 is arranged one-dimensionally, forming head-to-tail columnar structures. The organic guests settle in the residual space between the columnar structures; they are captured by the catechol side arms through hydrogen bonding. In the cocrystal 1·(H2O)2, a continuous zigzag array of 1 is formed instead of the columnar assembly, demonstrating that the organic guests induced the formation of the head-to-tail columnar structures in the crystal packing. The crystalline apohost 1apo was prepared by the desorption of the MeOH guests from the cocrystal 1·(MeOH)4; this compound adsorbed the MeOH vapour, reconstructing the original crystal packing. When 1apo adsorbed the iPrOH vapour, a cocrystal with a crystal structure similar to that of 1·(MeOH)4 was formed, suggesting that 1apo has a crystal structure similar to that of 1·(MeOH)4.

Graphical abstract: Guest induced head-to-tail columnar assembly of 5,17-difunctionalized calix[4]arene

Supplementary files

Article information

Article type
Paper
Submitted
31 3 2014
Accepted
09 5 2014
First published
13 5 2014

CrystEngComm, 2014,16, 6023-6032

Guest induced head-to-tail columnar assembly of 5,17-difunctionalized calix[4]arene

R. Sekiya, Y. Yamasaki, W. Tada, H. Shio and T. Haino, CrystEngComm, 2014, 16, 6023 DOI: 10.1039/C4CE00667D

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements