Abstract
This chapter summarizes research work showing that electrostatic interactions may have considerable effects on the stability of complexes formed by the cucurbit[n]uril hosts. Focusing primarily on work carried out by the author's research group with the cucurbit[7]uril (CB[7]) molecular receptor, this review highlights the role played by electrostatic interactions involving the host cavity portals, in which considerable negative charge density accumulates due to the carbonyl oxygens lacing the portal rims. Electrostatics are responsible for diminished binding affinities between CB[7] and a number of anionic guests containing one or more carboxylate groups. These electrostatic interactions can be used effectively to control the average location of CB[7] along axle-type guests having terminal -COOH groups as a function of their state of protonation, leading to switchable pseudorotaxane systems. They can also be utilized to advantage to develop favorable lateral interactions between CB[7] and other molecular receptors, which results in systems showing cooperative self-assembly.
| Original language | English (US) |
|---|---|
| Title of host publication | Electrochromic Smart Materials |
| Subtitle of host publication | Fabrication and Applications |
| Editors | Donus Tuncel |
| Publisher | Royal Society of Chemistry |
| Pages | 59-81 |
| Number of pages | 23 |
| Edition | 36 |
| ISBN (Electronic) | 9781788011433, 9781788012430, 9781788014267, 9781788014885 |
| DOIs | |
| State | Published - Jan 1 2019 |
Publication series
| Name | RSC Smart Materials |
|---|---|
| Number | 36 |
| Volume | 2019-January |
| ISSN (Print) | 2046-0066 |
| ISSN (Electronic) | 2046-0074 |
Fingerprint
ASJC Scopus subject areas
- Biotechnology
- Biomedical Engineering
- Materials Science(all)
- Energy Engineering and Power Technology
- Electrical and Electronic Engineering
Cite this
Chapter 3 : Key Roles of Cavity Portals in Host-Guest Binding Interactions by Cucurbituril Hosts. / Kaifer, Angel E.
Electrochromic Smart Materials: Fabrication and Applications. ed. / Donus Tuncel. 36. ed. Royal Society of Chemistry, 2019. p. 59-81 (RSC Smart Materials; Vol. 2019-January, No. 36).Research output: Chapter in Book/Report/Conference proceeding › Chapter
}
TY - CHAP
T1 - Chapter 3
T2 - Key Roles of Cavity Portals in Host-Guest Binding Interactions by Cucurbituril Hosts
AU - Kaifer, Angel E.
PY - 2019/1/1
Y1 - 2019/1/1
N2 - This chapter summarizes research work showing that electrostatic interactions may have considerable effects on the stability of complexes formed by the cucurbit[n]uril hosts. Focusing primarily on work carried out by the author's research group with the cucurbit[7]uril (CB[7]) molecular receptor, this review highlights the role played by electrostatic interactions involving the host cavity portals, in which considerable negative charge density accumulates due to the carbonyl oxygens lacing the portal rims. Electrostatics are responsible for diminished binding affinities between CB[7] and a number of anionic guests containing one or more carboxylate groups. These electrostatic interactions can be used effectively to control the average location of CB[7] along axle-type guests having terminal -COOH groups as a function of their state of protonation, leading to switchable pseudorotaxane systems. They can also be utilized to advantage to develop favorable lateral interactions between CB[7] and other molecular receptors, which results in systems showing cooperative self-assembly.
AB - This chapter summarizes research work showing that electrostatic interactions may have considerable effects on the stability of complexes formed by the cucurbit[n]uril hosts. Focusing primarily on work carried out by the author's research group with the cucurbit[7]uril (CB[7]) molecular receptor, this review highlights the role played by electrostatic interactions involving the host cavity portals, in which considerable negative charge density accumulates due to the carbonyl oxygens lacing the portal rims. Electrostatics are responsible for diminished binding affinities between CB[7] and a number of anionic guests containing one or more carboxylate groups. These electrostatic interactions can be used effectively to control the average location of CB[7] along axle-type guests having terminal -COOH groups as a function of their state of protonation, leading to switchable pseudorotaxane systems. They can also be utilized to advantage to develop favorable lateral interactions between CB[7] and other molecular receptors, which results in systems showing cooperative self-assembly.
UR - http://www.scopus.com/inward/record.url?scp=85072263680&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85072263680&partnerID=8YFLogxK
U2 - 10.1039/9781788015950-00040
DO - 10.1039/9781788015950-00040
M3 - Chapter
AN - SCOPUS:85072263680
T3 - RSC Smart Materials
SP - 59
EP - 81
BT - Electrochromic Smart Materials
A2 - Tuncel, Donus
PB - Royal Society of Chemistry
ER -