Carboxylated pillar[n]arene (n = 5–7) host molecules: high affinity and selective binding in water. Issue 20 (9th May 2019)

• Record Type: Journal Article
• Authors: Liu, Yamin; Zhou, Fang; Yang, Fan; Ma, Da
• Is Part Of: Organic & biomolecular chemistry. Volume 17:Issue 20(2019)
• Page Start: 5106
• Page End: 5111
• Publication Date: 2019-05-09
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c9ob00684b
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A systematic study of host–guest chemistry for water-soluble pillar[ n ]arenes in water. Abstract : Water-soluble carboxylated pillar[ n ]arenes ( n = 5–7) orWP n s were discovered to be high affinity host molecules with selective binding for different guests based on a systematic investigation. We chose 22 dyes or guests and determined the value of K a for 51 supramolecular complexes. It was discovered that the electrostatic interactions, π–π stacking and hydrophobic effect were the driving force for high affinity supramolecular encapsulation.WP n s had selective binding toward suitable guests based on their sizes and molecular structures. Based on the above discovery, a guest (guest21 ) was designed, which bound withWP7 3.3-fold tighter compared to methyl viologen.