Matches in SemOpenAlex for { <https://semopenalex.org/work/W1992515166> ?p ?o ?g. }
- W1992515166 endingPage "846" @default.
- W1992515166 startingPage "837" @default.
- W1992515166 abstract "In the presence of catalytic vitamin B(12) and a reducing agent such as Ti(III)citrate or Zn, arylalkenes are dimerized with unusual regioselectivity forming a carbon [bond] carbon bond between the benzylic carbons of each coupling partner. Dimerization products were obtained in good to excellent yields for mono- and 1,1-disubstituted alkenes. Dienes containing one aryl alkene underwent intramolecular cyclization in good yields. However, 1,2-disubstituted and trisubstituted alkenes were unreactive. Mechanistic investigations using radical traps suggest the involvement of benzylic radicals, and the lack of diastereoselectivity in the product distribution is consistent with dimerization of two such reactive intermediates. A strong reducing agent is required for the reaction and fulfills two roles. It returns the Co(II) form of the catalyst generated after the reaction to the active Co(I) state, and by removing Co(II) it also prevents the nonproductive recombination of alkyl radicals with cob(II)alamin. The mechanism of the formation of benzylic radicals from arylalkenes and cob(I)alamin poses an interesting problem. The results with a one-electron transfer probe indicate that radical generation is not likely to involve an electron transfer. Several alternative mechanisms are discussed." @default.
- W1992515166 created "2016-06-24" @default.
- W1992515166 creator A5008211194 @default.
- W1992515166 creator A5021164080 @default.
- W1992515166 creator A5026771477 @default.
- W1992515166 creator A5057263358 @default.
- W1992515166 creator A5067523147 @default.
- W1992515166 creator A5086105545 @default.
- W1992515166 date "2002-01-12" @default.
- W1992515166 modified "2023-09-30" @default.
- W1992515166 title "Mechanistic Investigation of a Novel Vitamin B<sub>12</sub>-Catalyzed Carbon−Carbon Bond Forming Reaction, the Reductive Dimerization of Arylalkenes" @default.
- W1992515166 cites W1964272147 @default.
- W1992515166 cites W1964743257 @default.
- W1992515166 cites W1967066999 @default.
- W1992515166 cites W1968165379 @default.
- W1992515166 cites W1981067442 @default.
- W1992515166 cites W1993178021 @default.
- W1992515166 cites W1997016346 @default.
- W1992515166 cites W1999252321 @default.
- W1992515166 cites W2001145398 @default.
- W1992515166 cites W2001357249 @default.
- W1992515166 cites W2002815116 @default.
- W1992515166 cites W2005244618 @default.
- W1992515166 cites W2005862719 @default.
- W1992515166 cites W2010607013 @default.
- W1992515166 cites W2013749421 @default.
- W1992515166 cites W2015113906 @default.
- W1992515166 cites W2015546358 @default.
- W1992515166 cites W2021679509 @default.
- W1992515166 cites W2023794074 @default.
- W1992515166 cites W2025325674 @default.
- W1992515166 cites W2031958604 @default.
- W1992515166 cites W2037799742 @default.
- W1992515166 cites W2046156653 @default.
- W1992515166 cites W2046315748 @default.
- W1992515166 cites W2046808300 @default.
- W1992515166 cites W2055762234 @default.
- W1992515166 cites W2058653907 @default.
- W1992515166 cites W2058691613 @default.
- W1992515166 cites W2058711138 @default.
- W1992515166 cites W2059664918 @default.
- W1992515166 cites W2062173788 @default.
- W1992515166 cites W2066653215 @default.
- W1992515166 cites W2068155855 @default.
- W1992515166 cites W2078589925 @default.
- W1992515166 cites W2078915724 @default.
- W1992515166 cites W2079068427 @default.
- W1992515166 cites W2083935414 @default.
- W1992515166 cites W2087076745 @default.
- W1992515166 cites W2087836110 @default.
- W1992515166 cites W2090258981 @default.
- W1992515166 cites W2094073478 @default.
- W1992515166 cites W2094947865 @default.
- W1992515166 cites W2105056426 @default.
- W1992515166 cites W2315736433 @default.
- W1992515166 cites W2342438490 @default.
- W1992515166 cites W2495372550 @default.
- W1992515166 cites W2949240048 @default.
- W1992515166 cites W2952847553 @default.
- W1992515166 cites W4238734590 @default.
- W1992515166 cites W4243634757 @default.
- W1992515166 doi "https://doi.org/10.1021/jo0160470" @default.
- W1992515166 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/11856027" @default.
- W1992515166 hasPublicationYear "2002" @default.
- W1992515166 type Work @default.
- W1992515166 sameAs 1992515166 @default.
- W1992515166 citedByCount "74" @default.
- W1992515166 countsByYear W19925151662012 @default.
- W1992515166 countsByYear W19925151662013 @default.
- W1992515166 countsByYear W19925151662014 @default.
- W1992515166 countsByYear W19925151662015 @default.
- W1992515166 countsByYear W19925151662016 @default.
- W1992515166 countsByYear W19925151662017 @default.
- W1992515166 countsByYear W19925151662018 @default.
- W1992515166 countsByYear W19925151662019 @default.
- W1992515166 countsByYear W19925151662020 @default.
- W1992515166 countsByYear W19925151662021 @default.
- W1992515166 countsByYear W19925151662022 @default.
- W1992515166 countsByYear W19925151662023 @default.
- W1992515166 crossrefType "journal-article" @default.
- W1992515166 hasAuthorship W1992515166A5008211194 @default.
- W1992515166 hasAuthorship W1992515166A5021164080 @default.
- W1992515166 hasAuthorship W1992515166A5026771477 @default.
- W1992515166 hasAuthorship W1992515166A5057263358 @default.
- W1992515166 hasAuthorship W1992515166A5067523147 @default.
- W1992515166 hasAuthorship W1992515166A5086105545 @default.
- W1992515166 hasConcept C104779481 @default.
- W1992515166 hasConcept C123669783 @default.
- W1992515166 hasConcept C139066938 @default.
- W1992515166 hasConcept C140205800 @default.
- W1992515166 hasConcept C155647269 @default.
- W1992515166 hasConcept C159985019 @default.
- W1992515166 hasConcept C161790260 @default.
- W1992515166 hasConcept C178790620 @default.
- W1992515166 hasConcept C185592680 @default.
- W1992515166 hasConcept C192562407 @default.
- W1992515166 hasConcept C2776254738 @default.
- W1992515166 hasConcept C2776932080 @default.