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Structural Control of Kinetics for Macrocycle Threading by Fluorescent Squaraine Dye in Water.
| Content Provider | Semantic Scholar |
|---|---|
| Author | Gómez-Durán, César F. A. Liu, Wenqi Betancourt-Mendiola, María De Lourdes Smith, Bradley D. |
| Copyright Year | 2017 |
| Abstract | While the general concept of steric speed bumps has been demonstrated in rotaxane shuttles and macrocycle threading systems, the sensitivity of speed bump effects has not been evaluated as a function of structural geometry. Values of Ka and kon for macrocycle threading in water are reported for a series of homologous squaraine dyes with different substituents (speed bumps) on the flanking chains and two macrocycles with different cavity sizes. Sensitivity to a steric speed bump effect was found to depend on (a) structural location, being lowest when the speed bump was near the end of a flanking chain, and (b) macrocycle cavity size, which was enhanced when the cavity was constricted. This new insight is broadly applicable to many types of molecular threading systems. |
| Starting Page | 8334 |
| Ending Page | 8341 |
| Page Count | 8 |
| File Format | PDF HTM / HTML |
| Alternate Webpage(s) | https://www3.nd.edu/~bsmith3/pdf/JOC2017A.pdf |
| PubMed reference number | 28753022v1 |
| Alternate Webpage(s) | https://doi.org/10.1021/acs.joc.7b01486 |
| DOI | 10.1021/acs.joc.7b01486 |
| Journal | The Journal of organic chemistry |
| Volume Number | 82 |
| Issue Number | 16 |
| Language | English |
| Access Restriction | Open |
| Subject Keyword | Dental caries Dyes Flank (surface region) Kinetics (discipline) Rotaxanes squaraine |
| Content Type | Text |
| Resource Type | Article |
