Matches in SemOpenAlex for { <https://semopenalex.org/work/W2894418211> ?p ?o ?g. }
- W2894418211 endingPage "12743" @default.
- W2894418211 startingPage "12734" @default.
- W2894418211 abstract "Computational studies were carried out to provide mechanistic insights into the Rh(I)-catalyzed activation of cyclopropenes and the detailed mechanistic pathways of [3+2+1] carbonylative carbocyclization of tethered ene- and yne-cyclopropenes. Computational results suggest that it is more favorable for the cyclopropene moiety of tethered ene-cyclopropenes to initially undergo heterolytic cleavage of a C-C σ-bond to form a vinyl Rh(I) carbenoid intermediate than to proceed through homolytic C-C σ-bond cleavage to generate a rhodacyclobutene intermediate. The yielded vinyl Rh(I) carbenoid intermediate could undergo cyclization to generate a Rh(III) metallacyclobutene intermediate, which could further lead to a thermodynamically more stable six-coordinated Rh(III) metallacycle intermediate in the presence of additional CO. Afterward, it is more feasible for the yielded six-coordinated Rh(III) metallacycle to sequentially undergo CO migratory insertion, cyclization, and reductive elimination to furnish the final cyclohexenone product. The origin of stereoselectivity of the product was also discussed. The proposed mechanistic pathway can also be applied to the Rh(I)-catalyzed carbonylative carbocyclization of tethered yne-cyclopropenes and vinyl cyclopropenes to produce phenol derivatives. The main mechanistic difference for the vinyl cyclopropene substrate is that the conversion of Rh(I) carbenoid intermediate to the Rh(III) metallacycle proceeds via intramolecular 6π electrocyclization." @default.
- W2894418211 created "2018-10-05" @default.
- W2894418211 creator A5036594926 @default.
- W2894418211 creator A5061720627 @default.
- W2894418211 creator A5088417031 @default.
- W2894418211 date "2018-09-24" @default.
- W2894418211 modified "2023-09-24" @default.
- W2894418211 title "Mechanistic Insights into Cyclopropenes-Involved Carbonylative Carbocyclization Catalyzed by Rh(I) Catalyst: A DFT Study" @default.
- W2894418211 cites W1843771895 @default.
- W2894418211 cites W1966182479 @default.
- W2894418211 cites W1976021270 @default.
- W2894418211 cites W1977792235 @default.
- W2894418211 cites W1989269482 @default.
- W2894418211 cites W1990932610 @default.
- W2894418211 cites W1992173555 @default.
- W2894418211 cites W2011215428 @default.
- W2894418211 cites W2016991400 @default.
- W2894418211 cites W2017636012 @default.
- W2894418211 cites W2026506622 @default.
- W2894418211 cites W2028632252 @default.
- W2894418211 cites W2039342602 @default.
- W2894418211 cites W2042339970 @default.
- W2894418211 cites W2042561844 @default.
- W2894418211 cites W2044490585 @default.
- W2894418211 cites W2057671820 @default.
- W2894418211 cites W2060947790 @default.
- W2894418211 cites W2068617439 @default.
- W2894418211 cites W2068860009 @default.
- W2894418211 cites W2069370933 @default.
- W2894418211 cites W2071902799 @default.
- W2894418211 cites W2073670208 @default.
- W2894418211 cites W2076870970 @default.
- W2894418211 cites W2078162315 @default.
- W2894418211 cites W2081724295 @default.
- W2894418211 cites W2085336624 @default.
- W2894418211 cites W2089243275 @default.
- W2894418211 cites W2089759714 @default.
- W2894418211 cites W2094642658 @default.
- W2894418211 cites W2109516500 @default.
- W2894418211 cites W2121216877 @default.
- W2894418211 cites W2127138447 @default.
- W2894418211 cites W2130718600 @default.
- W2894418211 cites W2148113675 @default.
- W2894418211 cites W2150697053 @default.
- W2894418211 cites W2154660139 @default.
- W2894418211 cites W2160405694 @default.
- W2894418211 cites W2167275781 @default.
- W2894418211 cites W2185225018 @default.
- W2894418211 cites W2314287506 @default.
- W2894418211 cites W2316007505 @default.
- W2894418211 cites W2320201446 @default.
- W2894418211 cites W2522185078 @default.
- W2894418211 cites W2553512712 @default.
- W2894418211 cites W2588875174 @default.
- W2894418211 cites W2592118859 @default.
- W2894418211 cites W2600380782 @default.
- W2894418211 cites W2600397526 @default.
- W2894418211 cites W2612057145 @default.
- W2894418211 cites W2614003941 @default.
- W2894418211 cites W2762533722 @default.
- W2894418211 cites W2776374234 @default.
- W2894418211 cites W2789616984 @default.
- W2894418211 cites W2790556225 @default.
- W2894418211 cites W2805476686 @default.
- W2894418211 cites W2810545483 @default.
- W2894418211 cites W2949423824 @default.
- W2894418211 cites W2950045198 @default.
- W2894418211 cites W2950090655 @default.
- W2894418211 cites W2950559945 @default.
- W2894418211 cites W2950670784 @default.
- W2894418211 cites W2951631018 @default.
- W2894418211 cites W2951765901 @default.
- W2894418211 cites W2952460877 @default.
- W2894418211 cites W2952974213 @default.
- W2894418211 cites W4233922448 @default.
- W2894418211 cites W4234000161 @default.
- W2894418211 doi "https://doi.org/10.1021/acs.joc.8b02178" @default.
- W2894418211 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/30249094" @default.
- W2894418211 hasPublicationYear "2018" @default.
- W2894418211 type Work @default.
- W2894418211 sameAs 2894418211 @default.
- W2894418211 citedByCount "12" @default.
- W2894418211 countsByYear W28944182112019 @default.
- W2894418211 countsByYear W28944182112020 @default.
- W2894418211 countsByYear W28944182112021 @default.
- W2894418211 countsByYear W28944182112022 @default.
- W2894418211 countsByYear W28944182112023 @default.
- W2894418211 crossrefType "journal-article" @default.
- W2894418211 hasAuthorship W2894418211A5036594926 @default.
- W2894418211 hasAuthorship W2894418211A5061720627 @default.
- W2894418211 hasAuthorship W2894418211A5088417031 @default.
- W2894418211 hasConcept C120665830 @default.
- W2894418211 hasConcept C121332964 @default.
- W2894418211 hasConcept C135361552 @default.
- W2894418211 hasConcept C139066938 @default.
- W2894418211 hasConcept C155647269 @default.
- W2894418211 hasConcept C161790260 @default.
- W2894418211 hasConcept C175689099 @default.