Solvent-manipulated Guest Binding and Signaling of a Fluorescent Resorcin[4]arene Cavitand with 1,3,2-Benzodiazaboryl D-π-A Conjugation Flaps
The Journal of Organic Chemistry2013Vol. 78(11), pp. 5782–5787
Citations Over TimeTop 17% of 2013 papers
Abstract
The conformation of resorcin[4]arene cavitand system 1 was controlled by DMSO through a hydrogen bonding network between benzodiazaborole NHs of the cavitand flaps and DMSO molecules to stabilize the vase form. Subsequently, a guest-binding cavity of 1 was formed to accommodate tetraalkylammonium guest 3, permitting the monitoring of the guest by the unaided eye as a result of a CH-π interaction between the benzodiazaborole π-donor group and the guest.
Related Papers
- → Complete Selection of a Self-Assembling Homo- or Hetero-Cavitand Cage via Metal Coordination Based on Ligand Tuning(2004)127 cited
- → A light controlled cavitand wall regulates guest binding(2010)53 cited
- → Synthesis and electrochemical properties of cavitands functionalized with 4,4′-bipyridinium units(2002)26 cited
- → Structure−Reactivity Relationships: Reactions of a 5-Substituted Aziadamantane in a Resorcin[4]arene-based Cavitand(2009)19 cited
- → Solvent-manipulated Guest Binding and Signaling of a Fluorescent Resorcin[4]arene Cavitand with 1,3,2-Benzodiazaboryl D-π-A Conjugation Flaps(2013)15 cited