Matches in SemOpenAlex for { <https://semopenalex.org/work/W2801504211> ?p ?o ?g. }
- W2801504211 endingPage "1116" @default.
- W2801504211 startingPage "1111" @default.
- W2801504211 abstract "Abstract The thermal electrocyclic ring‐closure reaction of vinylheptafulvene (VHF) to form dihydroazulene (DHA) is elucidated herein by using DFT and 1 H NMR spectroscopy. Two different transition states were found computationally; one corresponds to a disrotatory pathway, which is allowed according to the Woodward–Hoffmann selection rules, whereas the other corresponds to a conrotatory pathway. The conrotatory pathway is found to be zwitterionic in the transition state, whereas the disrotatory transition state varies in zwitterionic character depending on solvent and substituents in the molecular framework. The conrotatory and disrotatory transition states are found to have similar energy and their relative stability varies with solvent polarity and functionalization at the C1 position. To support these findings, we chemically ring‐opened diastereomerically pure 1‐(benzothiazol‐2‐yl)‐DHA to give the VHF form, then subsequently thermally reconverted the VHF to DHA in a range of solvents with various polarities. We found that, depending on solvent polarity, different ratios of anti ‐ and syn ‐diastereoisomers of DHA were formed in a systematic manner, which supports the existence of two distinct thermal ring‐closure pathways for VHF." @default.
- W2801504211 created "2018-05-17" @default.
- W2801504211 creator A5021381117 @default.
- W2801504211 creator A5025299860 @default.
- W2801504211 creator A5043761057 @default.
- W2801504211 creator A5052933570 @default.
- W2801504211 creator A5091638129 @default.
- W2801504211 date "2018-05-30" @default.
- W2801504211 modified "2023-10-16" @default.
- W2801504211 title "Computational and Experimental Evidence of Two Competing Thermal Electrocyclization Pathways for Vinylheptafulvene" @default.
- W2801504211 cites W1978563062 @default.
- W2801504211 cites W1980617928 @default.
- W2801504211 cites W1987286985 @default.
- W2801504211 cites W1994442370 @default.
- W2801504211 cites W1996273492 @default.
- W2801504211 cites W1999819310 @default.
- W2801504211 cites W2011204155 @default.
- W2801504211 cites W2028757566 @default.
- W2801504211 cites W2034995022 @default.
- W2801504211 cites W2036128631 @default.
- W2801504211 cites W2037221035 @default.
- W2801504211 cites W2046092846 @default.
- W2801504211 cites W2046130208 @default.
- W2801504211 cites W2069086822 @default.
- W2801504211 cites W2080616217 @default.
- W2801504211 cites W2085825551 @default.
- W2801504211 cites W2090391132 @default.
- W2801504211 cites W2127275721 @default.
- W2801504211 cites W2136840223 @default.
- W2801504211 cites W2150697053 @default.
- W2801504211 cites W2160790360 @default.
- W2801504211 cites W2319992999 @default.
- W2801504211 cites W2323511279 @default.
- W2801504211 cites W2323610765 @default.
- W2801504211 cites W2393925638 @default.
- W2801504211 cites W2551536720 @default.
- W2801504211 cites W2560546349 @default.
- W2801504211 cites W2605969108 @default.
- W2801504211 cites W2610493038 @default.
- W2801504211 cites W2612349046 @default.
- W2801504211 cites W2769313934 @default.
- W2801504211 cites W2951062971 @default.
- W2801504211 doi "https://doi.org/10.1002/asia.201800437" @default.
- W2801504211 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/29683264" @default.
- W2801504211 hasPublicationYear "2018" @default.
- W2801504211 type Work @default.
- W2801504211 sameAs 2801504211 @default.
- W2801504211 citedByCount "10" @default.
- W2801504211 countsByYear W28015042112018 @default.
- W2801504211 countsByYear W28015042112019 @default.
- W2801504211 countsByYear W28015042112020 @default.
- W2801504211 countsByYear W28015042112021 @default.
- W2801504211 countsByYear W28015042112022 @default.
- W2801504211 countsByYear W28015042112023 @default.
- W2801504211 crossrefType "journal-article" @default.
- W2801504211 hasAuthorship W2801504211A5021381117 @default.
- W2801504211 hasAuthorship W2801504211A5025299860 @default.
- W2801504211 hasAuthorship W2801504211A5043761057 @default.
- W2801504211 hasAuthorship W2801504211A5052933570 @default.
- W2801504211 hasAuthorship W2801504211A5091638129 @default.
- W2801504211 hasConcept C146834321 @default.
- W2801504211 hasConcept C147597530 @default.
- W2801504211 hasConcept C1491633281 @default.
- W2801504211 hasConcept C157103358 @default.
- W2801504211 hasConcept C162324750 @default.
- W2801504211 hasConcept C178790620 @default.
- W2801504211 hasConcept C185592680 @default.
- W2801504211 hasConcept C2777361361 @default.
- W2801504211 hasConcept C2780378348 @default.
- W2801504211 hasConcept C2780471494 @default.
- W2801504211 hasConcept C32123652 @default.
- W2801504211 hasConcept C32909587 @default.
- W2801504211 hasConcept C34447519 @default.
- W2801504211 hasConcept C55493867 @default.
- W2801504211 hasConceptScore W2801504211C146834321 @default.
- W2801504211 hasConceptScore W2801504211C147597530 @default.
- W2801504211 hasConceptScore W2801504211C1491633281 @default.
- W2801504211 hasConceptScore W2801504211C157103358 @default.
- W2801504211 hasConceptScore W2801504211C162324750 @default.
- W2801504211 hasConceptScore W2801504211C178790620 @default.
- W2801504211 hasConceptScore W2801504211C185592680 @default.
- W2801504211 hasConceptScore W2801504211C2777361361 @default.
- W2801504211 hasConceptScore W2801504211C2780378348 @default.
- W2801504211 hasConceptScore W2801504211C2780471494 @default.
- W2801504211 hasConceptScore W2801504211C32123652 @default.
- W2801504211 hasConceptScore W2801504211C32909587 @default.
- W2801504211 hasConceptScore W2801504211C34447519 @default.
- W2801504211 hasConceptScore W2801504211C55493867 @default.
- W2801504211 hasFunder F4320320945 @default.
- W2801504211 hasIssue "8" @default.
- W2801504211 hasLocation W28015042111 @default.
- W2801504211 hasLocation W28015042112 @default.
- W2801504211 hasOpenAccess W2801504211 @default.
- W2801504211 hasPrimaryLocation W28015042111 @default.
- W2801504211 hasRelatedWork W2038392944 @default.
- W2801504211 hasRelatedWork W2083457343 @default.
- W2801504211 hasRelatedWork W2105789178 @default.
- W2801504211 hasRelatedWork W2121168890 @default.