Matches in SemOpenAlex for { <https://semopenalex.org/work/W2020687911> ?p ?o ?g. }
- W2020687911 endingPage "3116" @default.
- W2020687911 startingPage "3116" @default.
- W2020687911 abstract "Biphenyl derivatives bearing a dimethylsulfonium group at position 3 and three different substituents at position 4 (H, F and CH3) have been prepared as probes to test the validity of the supramolecular buttressing concept. We define the latter as the alteration, by a neighboring unit, of a substituent effect on intermolecular recognition. In this case, the 4-substituents exert some pressure on the 3-dimethylsulfonium groups and control the ratio of their syn and anti conformations. As free species, biphenyls bearing 4-H and 4-F substituents are present as approximately equimolar mixtures of syn and anti-conformers, while the biphenyl scaffold with a 4-CH3 group adopts the anti-conformation exclusively. The 3-dimethylsulfonium substituents then interact with one of the carbonylated portals of Cucurbit[7]uril (CB[7]), and their conformations affect the position of the guests inside the cavity of the macrocycle, thereby validating our supramolecular buttressing model. Surprisingly however, binding affinities towards CB[7] are barely affected by the nature of the 4-substituents and the conformations of the neighboring sulfonium groups, despite very different electronic densities presented to the CB[7] portal in their syn or anti conformations. Solvation was found to dramatically smoothen host-guest Columbic interactions, although the latter remain important in the recognition process. Replacing the positively charged 3-dimethylsulfonium unit with an isopropyl substituent decreases the affinity of the biphenyl guest by 1000-fold." @default.
- W2020687911 created "2016-06-24" @default.
- W2020687911 creator A5030121486 @default.
- W2020687911 creator A5049813405 @default.
- W2020687911 date "2013-01-01" @default.
- W2020687911 modified "2023-10-16" @default.
- W2020687911 title "Subtle “supramolecular buttressing effects” in Cucurbit[7]uril/guest assemblies" @default.
- W2020687911 cites W1555578930 @default.
- W2020687911 cites W1966394760 @default.
- W2020687911 cites W1974383200 @default.
- W2020687911 cites W1981353016 @default.
- W2020687911 cites W1982356449 @default.
- W2020687911 cites W1984812219 @default.
- W2020687911 cites W1985975742 @default.
- W2020687911 cites W1986784736 @default.
- W2020687911 cites W1988091937 @default.
- W2020687911 cites W1988413827 @default.
- W2020687911 cites W1992715830 @default.
- W2020687911 cites W1997151511 @default.
- W2020687911 cites W2002107432 @default.
- W2020687911 cites W2003286577 @default.
- W2020687911 cites W2003609201 @default.
- W2020687911 cites W2004117403 @default.
- W2020687911 cites W2009071379 @default.
- W2020687911 cites W2010565641 @default.
- W2020687911 cites W2012307523 @default.
- W2020687911 cites W2014206461 @default.
- W2020687911 cites W2015400761 @default.
- W2020687911 cites W2016760520 @default.
- W2020687911 cites W2016800344 @default.
- W2020687911 cites W2020673935 @default.
- W2020687911 cites W2026562094 @default.
- W2020687911 cites W2026809735 @default.
- W2020687911 cites W2028022118 @default.
- W2020687911 cites W2032131270 @default.
- W2020687911 cites W2039857017 @default.
- W2020687911 cites W2043672286 @default.
- W2020687911 cites W2044591029 @default.
- W2020687911 cites W2050302690 @default.
- W2020687911 cites W2050510914 @default.
- W2020687911 cites W2054177724 @default.
- W2020687911 cites W2055563809 @default.
- W2020687911 cites W2060860397 @default.
- W2020687911 cites W2067769676 @default.
- W2020687911 cites W2070954147 @default.
- W2020687911 cites W2074009633 @default.
- W2020687911 cites W2074437235 @default.
- W2020687911 cites W2076923999 @default.
- W2020687911 cites W2081251555 @default.
- W2020687911 cites W2088396668 @default.
- W2020687911 cites W2092157292 @default.
- W2020687911 cites W2096747776 @default.
- W2020687911 cites W2100122207 @default.
- W2020687911 cites W2111705896 @default.
- W2020687911 cites W2139902274 @default.
- W2020687911 cites W2148284063 @default.
- W2020687911 cites W2160134664 @default.
- W2020687911 cites W2317561788 @default.
- W2020687911 cites W2330816632 @default.
- W2020687911 cites W2330840144 @default.
- W2020687911 cites W2335051141 @default.
- W2020687911 cites W2341937827 @default.
- W2020687911 cites W2951238611 @default.
- W2020687911 cites W3004503575 @default.
- W2020687911 cites W3004941080 @default.
- W2020687911 cites W4236299365 @default.
- W2020687911 doi "https://doi.org/10.1039/c3ob40250a" @default.
- W2020687911 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/23552213" @default.
- W2020687911 hasPublicationYear "2013" @default.
- W2020687911 type Work @default.
- W2020687911 sameAs 2020687911 @default.
- W2020687911 citedByCount "11" @default.
- W2020687911 countsByYear W20206879112013 @default.
- W2020687911 countsByYear W20206879112014 @default.
- W2020687911 countsByYear W20206879112018 @default.
- W2020687911 countsByYear W20206879112020 @default.
- W2020687911 countsByYear W20206879112021 @default.
- W2020687911 countsByYear W20206879112022 @default.
- W2020687911 countsByYear W20206879112023 @default.
- W2020687911 crossrefType "journal-article" @default.
- W2020687911 hasAuthorship W2020687911A5030121486 @default.
- W2020687911 hasAuthorship W2020687911A5049813405 @default.
- W2020687911 hasConcept C104264131 @default.
- W2020687911 hasConcept C115624301 @default.
- W2020687911 hasConcept C148093993 @default.
- W2020687911 hasConcept C155647269 @default.
- W2020687911 hasConcept C166950319 @default.
- W2020687911 hasConcept C178790620 @default.
- W2020687911 hasConcept C185592680 @default.
- W2020687911 hasConcept C18705241 @default.
- W2020687911 hasConcept C2778689049 @default.
- W2020687911 hasConcept C2780263894 @default.
- W2020687911 hasConcept C2780591471 @default.
- W2020687911 hasConcept C32909587 @default.
- W2020687911 hasConcept C71240020 @default.
- W2020687911 hasConcept C8010536 @default.
- W2020687911 hasConcept C83730648 @default.
- W2020687911 hasConcept C93275456 @default.