Cavitand octa acid forms a nonpolar capsuleplex dependent on the molecular size and hydrophobicity of the guest

Mintu Porel, Nithyanandhan Jayaraj, Lakshmi S. Kaanumalle, Murthy V.S.N. Maddipatla, Anand Parthasarathy, V. Ramamurthy

Research output: Contribution to journalArticle

59 Scopus citations

Abstract

We have been exploring the use of a deep cavity cavitand known by the trivial name 'octa acid' as a photochemical reaction, cavity for manipulating photochemical and photophysical properties of organic molecules. In the current study, we have monitored the micropolarity of the interior of the cavitand by recording the fluorescence of five different organic probes. They all indicate that the interior of octa acid capsuleplex (2:1, H/G complex) is nonpolar and does not contain water molecules in spite of the complex being present in water. The nature of the octa acid-probe complex in each case has been characterized by 1H NMR data to be a 2:1 capsuleplex. Photophysical and 1H NMR experiments were employed to probe the factors that control the structure of the complex, 2:2, 2:1, and 1:1. The data we have on hand suggest that the structure of the host/guest complex depends on the size and hydrophobicity of the guest molecule.

Original languageEnglish (US)
Pages (from-to)3473-3481
Number of pages9
JournalLangmuir
Volume25
Issue number6
DOIs
StatePublished - Mar 17 2009

ASJC Scopus subject areas

  • Materials Science(all)
  • Condensed Matter Physics
  • Surfaces and Interfaces
  • Spectroscopy
  • Electrochemistry

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    Porel, M., Jayaraj, N., Kaanumalle, L. S., Maddipatla, M. V. S. N., Parthasarathy, A., & Ramamurthy, V. (2009). Cavitand octa acid forms a nonpolar capsuleplex dependent on the molecular size and hydrophobicity of the guest. Langmuir, 25(6), 3473-3481. https://doi.org/10.1021/la804194w