Matches in SemOpenAlex for { <https://semopenalex.org/work/W2023351342> ?p ?o ?g. }
Showing items 1 to 78 of
78
with 100 items per page.
- W2023351342 endingPage "6681" @default.
- W2023351342 startingPage "6676" @default.
- W2023351342 abstract "Free radical addition reactions of tetrahydrothiophene, pentamethylene sulfide, and 1,4-thioxane with various cyclic and acyclic per- and polyfluorinated olefins are readily initiated by di-tert-butyl peroxide, providing a convenient route for synthesizing cyclic sulfanes with fluorinated side groups. Tetrahydrothiophene reacts with hexafluoropropene, perfluoroallylbenzene, perfluorocyclobutene, and 1,2-dichlorotetrafluorocyclobutene in the presence of catalytic amounts of the peroxide to give the corresponding addition products CH2CH2CH2SCHCF2CHFCF3 (1), CH2CH2CH2SCHCF2CHFCF2C6F5 (2), CH2CH2CH2SCHCFCHFCF2CF2 (3), and CH2CH2CH2SCHCClCHClCF2CF2 (4), respectively. Pentamethylene sulfide reacts analogously with hexafluoropropene to give CH2CH2CH2CH2SCHCF2CHFCF3 (8). Reaction of 1,4-thioxane with hexafluoropropene or perfluoroallylbenzene gives a mixture of two products, OCH2CH2SCH2CHCF2CHFCF3 (9) and SCH2CH2OCH2CHCF2CHFCF3 (10) or OCH2CH2SCH2CHCF2CHFCF2C6F5 (11) and SCH2CH2OCH2CHCF2CHFCF2C6F5 (12), respectively. Fluorinated alcohols C6F5CF2CHFCF2C(CH3)2OH (15), C6F5CF2CHFCF2CH(CH3)OH (16), and C6F5CF2CHFCF2CH2OH (17) are prepared by reacting perfluoroallylbenzene with the corresponding alcohols. When 15 is reacted with pentafluorobenzonitrile in the presence of potassium carbonate, an unexpected cyclic ether 19 is obtained as the major product in addition to C6F5CF2CHFCF2C(CH3)2OC6F5CN (18). Alcohols 15−17 can be cyclized by heating with potassium carbonate to give fluorinated cyclic ethers 19−21. The X-ray crystal structures of acyclic ether 18 and cyclic ether 19 are given. Compound 18 crystallizes in the tetragonal system, space group P4(2)/n, with a = 18.471(0) Å, b = 18.471(0) Å, c = 11.702(0) Å, V = 3992.5(9) Å3, Dcalc = 1.768 mg/m3, Z = 8, and R = 0.0617. Compound 19 crystallizes in the triclinic system, space group P1̄, with a = 8.103(3) Å, b = 8.790(3) Å, c = 9.832(3) Å, α = 66.25(4)°, β = 72.01(3)°, γ = 80.19(4)°, V = 608.7(4) Å3, Dcalc = 1.845 mg/m3, Z = 2, and R = 0.0346." @default.
- W2023351342 created "2016-06-24" @default.
- W2023351342 creator A5006127080 @default.
- W2023351342 creator A5044889925 @default.
- W2023351342 creator A5073434948 @default.
- W2023351342 date "1996-01-01" @default.
- W2023351342 modified "2023-10-05" @default.
- W2023351342 title "Insertion of Fluoroalkenes into Activated CH Bonds for the Preparation of Polyfluorinated Sulfanes, Alcohols, and Acyclic and Cyclic Ethers" @default.
- W2023351342 cites W1981738786 @default.
- W2023351342 cites W1994721428 @default.
- W2023351342 cites W2063221019 @default.
- W2023351342 cites W2079663993 @default.
- W2023351342 cites W2135420980 @default.
- W2023351342 cites W2317916250 @default.
- W2023351342 cites W2320359625 @default.
- W2023351342 cites W2327804090 @default.
- W2023351342 doi "https://doi.org/10.1021/ic960541i" @default.
- W2023351342 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/11666828" @default.
- W2023351342 hasPublicationYear "1996" @default.
- W2023351342 type Work @default.
- W2023351342 sameAs 2023351342 @default.
- W2023351342 citedByCount "17" @default.
- W2023351342 countsByYear W20233513422012 @default.
- W2023351342 countsByYear W20233513422015 @default.
- W2023351342 countsByYear W20233513422016 @default.
- W2023351342 countsByYear W20233513422017 @default.
- W2023351342 countsByYear W20233513422019 @default.
- W2023351342 countsByYear W20233513422020 @default.
- W2023351342 countsByYear W20233513422021 @default.
- W2023351342 countsByYear W20233513422022 @default.
- W2023351342 crossrefType "journal-article" @default.
- W2023351342 hasAuthorship W2023351342A5006127080 @default.
- W2023351342 hasAuthorship W2023351342A5044889925 @default.
- W2023351342 hasAuthorship W2023351342A5073434948 @default.
- W2023351342 hasConcept C115624301 @default.
- W2023351342 hasConcept C155647269 @default.
- W2023351342 hasConcept C161904146 @default.
- W2023351342 hasConcept C178790620 @default.
- W2023351342 hasConcept C185592680 @default.
- W2023351342 hasConcept C2780291738 @default.
- W2023351342 hasConcept C2780407432 @default.
- W2023351342 hasConcept C2780477052 @default.
- W2023351342 hasConcept C2780596425 @default.
- W2023351342 hasConcept C2781048764 @default.
- W2023351342 hasConcept C42228675 @default.
- W2023351342 hasConceptScore W2023351342C115624301 @default.
- W2023351342 hasConceptScore W2023351342C155647269 @default.
- W2023351342 hasConceptScore W2023351342C161904146 @default.
- W2023351342 hasConceptScore W2023351342C178790620 @default.
- W2023351342 hasConceptScore W2023351342C185592680 @default.
- W2023351342 hasConceptScore W2023351342C2780291738 @default.
- W2023351342 hasConceptScore W2023351342C2780407432 @default.
- W2023351342 hasConceptScore W2023351342C2780477052 @default.
- W2023351342 hasConceptScore W2023351342C2780596425 @default.
- W2023351342 hasConceptScore W2023351342C2781048764 @default.
- W2023351342 hasConceptScore W2023351342C42228675 @default.
- W2023351342 hasIssue "23" @default.
- W2023351342 hasLocation W20233513421 @default.
- W2023351342 hasLocation W20233513422 @default.
- W2023351342 hasOpenAccess W2023351342 @default.
- W2023351342 hasPrimaryLocation W20233513421 @default.
- W2023351342 hasRelatedWork W123700351 @default.
- W2023351342 hasRelatedWork W1970564890 @default.
- W2023351342 hasRelatedWork W2013396842 @default.
- W2023351342 hasRelatedWork W2029565115 @default.
- W2023351342 hasRelatedWork W2044380408 @default.
- W2023351342 hasRelatedWork W2323317488 @default.
- W2023351342 hasRelatedWork W2330690463 @default.
- W2023351342 hasRelatedWork W2952517234 @default.
- W2023351342 hasRelatedWork W4238934032 @default.
- W2023351342 hasRelatedWork W587346778 @default.
- W2023351342 hasVolume "35" @default.
- W2023351342 isParatext "false" @default.
- W2023351342 isRetracted "false" @default.
- W2023351342 magId "2023351342" @default.
- W2023351342 workType "article" @default.