FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2889722145> ?p ?o ?g. }

• W2889722145 endingPage "7940" @default.
• W2889722145 startingPage "7931" @default.
• W2889722145 abstract "Control of proton transfer is relevant to many areas in chemistry, particularly in catalysis where the kinetics of (de)protonation reactions are often rate limiting. Photobases, which are molecules with enhanced basicity in the excited state, allow for control of proton transfer with light and have the potential to be used as functional units in catalytic systems. Alcohols are the feedstock in many catalytic reactions, where their deprotonation or dehydrogenation is often important. We report that the photobase 5-methoxyquinoline can deprotonate a series of alcohols upon excitation by light. We measure both the thermodynamic limits and the relevant kinetics of this process. A series of alcohols and water spanning the pKa range of 12.5–16.5 were used as the proton donors. First, we show evidence from absorption and emission spectroscopy that photoexcited 5-methoxyquinoline deprotonates all donors more acidic than methanol and fails to deprotonate donors that are more basic. Interestingly, in methanol a quasi-equilibrium between the protonated and unprotonated forms of the photobase is established in the excited state, suggesting that the excited state pKa of the photobase is near the pKa of methanol (15.5). Second, using ultrafast transient absorption spectroscopy, we find that the time constants for excited state proton transfer range from a few picoseconds to tens of picoseconds, with faster speeds for the more acidic donors. Such a correlation between the thermodynamic drive and kinetics suggests that the same mechanism is responsible for proton transfer throughout the series. These results are necessary fundamental steps for applying photobases in potential applications such as deprotonation of alcohols for catalytic and synthetic purposes, optical regulation of pH, and transfer of protons in redox reactions." @default.
• W2889722145 created "2018-09-27" @default.
• W2889722145 creator A5013947485 @default.
• W2889722145 creator A5019006469 @default.
• W2889722145 date "2018-09-12" @default.
• W2889722145 modified "2023-10-10" @default.
• W2889722145 title "Photodriven Deprotonation of Alcohols by a Quinoline Photobase" @default.
• W2889722145 cites W1963894771 @default.
• W2889722145 cites W1984134386 @default.
• W2889722145 cites W1990797826 @default.
• W2889722145 cites W1991287047 @default.
• W2889722145 cites W2015878049 @default.
• W2889722145 cites W2016715760 @default.
• W2889722145 cites W2019541654 @default.
• W2889722145 cites W2023577745 @default.
• W2889722145 cites W2025711907 @default.
• W2889722145 cites W2025789034 @default.
• W2889722145 cites W2027403291 @default.
• W2889722145 cites W2027765759 @default.
• W2889722145 cites W2035374996 @default.
• W2889722145 cites W2041211027 @default.
• W2889722145 cites W2048813202 @default.
• W2889722145 cites W2050642164 @default.
• W2889722145 cites W2054947925 @default.
• W2889722145 cites W2064375314 @default.
• W2889722145 cites W2067645799 @default.
• W2889722145 cites W2068442016 @default.
• W2889722145 cites W2073464189 @default.
• W2889722145 cites W2074135700 @default.
• W2889722145 cites W2079053731 @default.
• W2889722145 cites W2079226626 @default.
• W2889722145 cites W2101351503 @default.
• W2889722145 cites W2151282706 @default.
• W2889722145 cites W2157844456 @default.
• W2889722145 cites W2179727636 @default.
• W2889722145 cites W2273397868 @default.
• W2889722145 cites W2314062954 @default.
• W2889722145 cites W2317573075 @default.
• W2889722145 cites W2320814279 @default.
• W2889722145 cites W2323998129 @default.
• W2889722145 cites W2343328823 @default.
• W2889722145 cites W2407203495 @default.
• W2889722145 cites W2408621845 @default.
• W2889722145 cites W2531558968 @default.
• W2889722145 cites W2556727025 @default.
• W2889722145 cites W2565811307 @default.
• W2889722145 cites W2606485565 @default.
• W2889722145 cites W2753372849 @default.
• W2889722145 cites W2888899123 @default.
• W2889722145 cites W2950035216 @default.
• W2889722145 cites W580085695 @default.
• W2889722145 doi "https://doi.org/10.1021/acs.jpca.8b06152" @default.
• W2889722145 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/30207728" @default.
• W2889722145 hasPublicationYear "2018" @default.
• W2889722145 type Work @default.
• W2889722145 sameAs 2889722145 @default.
• W2889722145 citedByCount "37" @default.
• W2889722145 countsByYear W28897221452019 @default.
• W2889722145 countsByYear W28897221452020 @default.
• W2889722145 countsByYear W28897221452021 @default.
• W2889722145 countsByYear W28897221452022 @default.
• W2889722145 countsByYear W28897221452023 @default.
• W2889722145 crossrefType "journal-article" @default.
• W2889722145 hasAuthorship W2889722145A5013947485 @default.
• W2889722145 hasAuthorship W2889722145A5019006469 @default.
• W2889722145 hasConcept C118629725 @default.
• W2889722145 hasConcept C120665830 @default.
• W2889722145 hasConcept C121332964 @default.
• W2889722145 hasConcept C145148216 @default.
• W2889722145 hasConcept C148898269 @default.
• W2889722145 hasConcept C161790260 @default.
• W2889722145 hasConcept C178790620 @default.
• W2889722145 hasConcept C181500209 @default.
• W2889722145 hasConcept C185544564 @default.
• W2889722145 hasConcept C185592680 @default.
• W2889722145 hasConcept C2779607525 @default.
• W2889722145 hasConcept C30095370 @default.
• W2889722145 hasConcept C520434653 @default.
• W2889722145 hasConcept C54516573 @default.
• W2889722145 hasConcept C55005982 @default.
• W2889722145 hasConcept C62520636 @default.
• W2889722145 hasConcept C75473681 @default.
• W2889722145 hasConceptScore W2889722145C118629725 @default.
• W2889722145 hasConceptScore W2889722145C120665830 @default.
• W2889722145 hasConceptScore W2889722145C121332964 @default.
• W2889722145 hasConceptScore W2889722145C145148216 @default.
• W2889722145 hasConceptScore W2889722145C148898269 @default.
• W2889722145 hasConceptScore W2889722145C161790260 @default.
• W2889722145 hasConceptScore W2889722145C178790620 @default.
• W2889722145 hasConceptScore W2889722145C181500209 @default.
• W2889722145 hasConceptScore W2889722145C185544564 @default.
• W2889722145 hasConceptScore W2889722145C185592680 @default.
• W2889722145 hasConceptScore W2889722145C2779607525 @default.
• W2889722145 hasConceptScore W2889722145C30095370 @default.
• W2889722145 hasConceptScore W2889722145C520434653 @default.
• W2889722145 hasConceptScore W2889722145C54516573 @default.
• W2889722145 hasConceptScore W2889722145C55005982 @default.
• W2889722145 hasConceptScore W2889722145C62520636 @default.

• next