2011•Organic LettersRequires access

Strong Guest Binding by Cyclodextrin Hosts in Competing Nonpolar Solvents and the Unique Crystalline Structure

Toshiyuki Kida, Takuya Iwamoto, Yoshinori Fujino, Norimitsu Tohnai, Mikiji Miyata, Mitsuru Akashi

Abstract

6-O-Modified β-cyclodextrins, such as heptakis(6-O-triisopropylsilyl)-β-cyclodextrin (TIPS-β-CD) and heptakis(6-O-tert-butyldimethylsilyl)-β-cyclodextrin (TBDMS-β-CD), formed 2:1 inclusion complexes with pyrene in benzene and cyclohexane with high association constants. The X-ray crystalline structure of the TIPS-β-CD-pyrene complex obtained from the benzene solution showed that one pyrene molecule was incorporated in the form of a sandwich-type complex with two benzene molecules within the cavity of the dimer formed by two TIPS-β-CD molecules.

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Key concepts: Pyrene, Chemistry, Cyclohexane, Cyclodextrin, Benzene, Dimer, Molecule, Inclusion compound