Matches in SemOpenAlex for { <https://semopenalex.org/work/W2004201277> ?p ?o ?g. }
Showing items 1 to 71 of
71
with 100 items per page.
- W2004201277 abstract "The action of trifluoroacetic acid (TFA) on 2,4,6-trimethoxybenzyl alcohol 3 affords the title tetrameric compound in high yield as a maroon TFA complex, 4; trituration of which with acetone gives the free, colorless, calix[4]phloroglucinarene (5) that can also be directly isolated by treating the reaction mixture with base. The novelty of compounds 4 and 5 is that they possess four additional methoxy groups, which occupy the cavity of the known calix[4]resorcinarene octamethyl ether (2). Ultraviolet-visible spectroscopic analysis shows that TFA-complex 4 exhibits transannular charge-transfer interactions between the opposite aromatic rings. The (1)H-NMR spectrum of the TFA-complex 4 does not change over a wide temperature range, strongly suggesting that it adopts a saddle (1,3-alternate) structure. The conformation of the free phloroglucinarene 5 is temperature-dependent, as determined by variable temperature (1)H NMR spectroscopy. Tetramer 5 adopts a partial cone conformation at low temperatures, but at elevated temperatures is similar to that of the TFA complex 4 (saddle). Tetramer 5 is conformationally mobile at ambient temperature, but generally has a flattened cone (boat) conformation. The ΔG(≠) for inversion in 5 between partial cone and boat conformation is 12.5 Kcal mol(-1), while that between boat and saddle conformation is 14.3 Kcal mol(-1). Conformational changes are also dependant on pH." @default.
- W2004201277 created "2016-06-24" @default.
- W2004201277 creator A5024547580 @default.
- W2004201277 creator A5043184984 @default.
- W2004201277 creator A5049264124 @default.
- W2004201277 date "2011-01-01" @default.
- W2004201277 modified "2023-09-26" @default.
- W2004201277 title "Synthesis, structure and spectroscopic properties of calix[4]phloroglucinarene dodecamethyl ether and its trifluoroacetic acid complex" @default.
- W2004201277 cites W1965588396 @default.
- W2004201277 cites W1972405488 @default.
- W2004201277 cites W2037654808 @default.
- W2004201277 cites W2076002017 @default.
- W2004201277 cites W2142669180 @default.
- W2004201277 cites W2332432854 @default.
- W2004201277 cites W9147729 @default.
- W2004201277 doi "https://doi.org/10.1039/c1ob06170d" @default.
- W2004201277 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/22006454" @default.
- W2004201277 hasPublicationYear "2011" @default.
- W2004201277 type Work @default.
- W2004201277 sameAs 2004201277 @default.
- W2004201277 citedByCount "2" @default.
- W2004201277 countsByYear W20042012772015 @default.
- W2004201277 countsByYear W20042012772016 @default.
- W2004201277 crossrefType "journal-article" @default.
- W2004201277 hasAuthorship W2004201277A5024547580 @default.
- W2004201277 hasAuthorship W2004201277A5043184984 @default.
- W2004201277 hasAuthorship W2004201277A5049264124 @default.
- W2004201277 hasConcept C103319777 @default.
- W2004201277 hasConcept C163893822 @default.
- W2004201277 hasConcept C178790620 @default.
- W2004201277 hasConcept C181199279 @default.
- W2004201277 hasConcept C185592680 @default.
- W2004201277 hasConcept C2778886173 @default.
- W2004201277 hasConcept C2780112151 @default.
- W2004201277 hasConcept C2780407432 @default.
- W2004201277 hasConcept C32909587 @default.
- W2004201277 hasConcept C66974803 @default.
- W2004201277 hasConcept C71240020 @default.
- W2004201277 hasConcept C75079739 @default.
- W2004201277 hasConcept C8010536 @default.
- W2004201277 hasConceptScore W2004201277C103319777 @default.
- W2004201277 hasConceptScore W2004201277C163893822 @default.
- W2004201277 hasConceptScore W2004201277C178790620 @default.
- W2004201277 hasConceptScore W2004201277C181199279 @default.
- W2004201277 hasConceptScore W2004201277C185592680 @default.
- W2004201277 hasConceptScore W2004201277C2778886173 @default.
- W2004201277 hasConceptScore W2004201277C2780112151 @default.
- W2004201277 hasConceptScore W2004201277C2780407432 @default.
- W2004201277 hasConceptScore W2004201277C32909587 @default.
- W2004201277 hasConceptScore W2004201277C66974803 @default.
- W2004201277 hasConceptScore W2004201277C71240020 @default.
- W2004201277 hasConceptScore W2004201277C75079739 @default.
- W2004201277 hasConceptScore W2004201277C8010536 @default.
- W2004201277 hasLocation W20042012771 @default.
- W2004201277 hasLocation W20042012772 @default.
- W2004201277 hasOpenAccess W2004201277 @default.
- W2004201277 hasPrimaryLocation W20042012771 @default.
- W2004201277 hasRelatedWork W1932348456 @default.
- W2004201277 hasRelatedWork W1964544952 @default.
- W2004201277 hasRelatedWork W2004201277 @default.
- W2004201277 hasRelatedWork W2033207263 @default.
- W2004201277 hasRelatedWork W2041036799 @default.
- W2004201277 hasRelatedWork W2046134572 @default.
- W2004201277 hasRelatedWork W2064024622 @default.
- W2004201277 hasRelatedWork W2112396529 @default.
- W2004201277 hasRelatedWork W2690833630 @default.
- W2004201277 hasRelatedWork W2951273537 @default.
- W2004201277 isParatext "false" @default.
- W2004201277 isRetracted "false" @default.
- W2004201277 magId "2004201277" @default.
- W2004201277 workType "article" @default.