Matches in SemOpenAlex for { <https://semopenalex.org/work/W2287574920> ?p ?o ?g. }
- W2287574920 endingPage "4077" @default.
- W2287574920 startingPage "4070" @default.
- W2287574920 abstract "Abstract Recently, esters have received much attention as transmetalation partners for cross‐coupling reactions. Herein, we report a systematic study of the reactivity of a series of esters and thioesters with [{(dtbpe)Ni} 2 (μ‐η 2 :η 2 ‐C 6 H 6 )] (dtbpe=1,2‐bis(di‐ tert ‐butyl)phosphinoethane), which is a source of (dtbpe)nickel(0). Trifluoromethylthioesters were found to form η 2 ‐carbonyl complexes. In contrast, acetylthioesters underwent rapid C acyl −S bond cleavage followed by decarbonylation to generate methylnickel complexes. This decarbonylation could be pushed backwards by the addition of CO, allowing for regeneration of the thioester. Most of the thioester complexes were found to undergo stoichiometric cross‐coupling with phenylboronic acid to yield sulfides. While ethyl trifluoroacetate was also found to form an η 2 ‐carbonyl complex, phenyl esters were found to predominantly undergo C aryl −O bond cleavage to yield arylnickel complexes. These could also undergo transmetalation to yield biaryls. Attempts to render the reactions catalytic were hindered by ligand scrambling to yield nickel bis(acetate) complexes, the formation of which was supported by independent syntheses. Finally, 2‐naphthyl acetate was also found to undergo clean C aryl −O bond cleavage, and although stoichiometric cross‐coupling with phenylboronic acid proceeded with good yield, catalytic turnover has so far proven elusive." @default.
- W2287574920 created "2016-06-24" @default.
- W2287574920 creator A5014243652 @default.
- W2287574920 creator A5014469779 @default.
- W2287574920 creator A5066828775 @default.
- W2287574920 creator A5075412863 @default.
- W2287574920 creator A5081446249 @default.
- W2287574920 creator A5086047725 @default.
- W2287574920 date "2016-02-16" @default.
- W2287574920 modified "2023-10-18" @default.
- W2287574920 title "Exploring Regioselective Bond Cleavage and Cross-Coupling Reactions using a Low-Valent Nickel Complex" @default.
- W2287574920 cites W136347255 @default.
- W2287574920 cites W1880596619 @default.
- W2287574920 cites W1958956433 @default.
- W2287574920 cites W1968312493 @default.
- W2287574920 cites W1970813681 @default.
- W2287574920 cites W1971029703 @default.
- W2287574920 cites W1975572707 @default.
- W2287574920 cites W1982247862 @default.
- W2287574920 cites W1982874695 @default.
- W2287574920 cites W1989803343 @default.
- W2287574920 cites W1999685593 @default.
- W2287574920 cites W1999740453 @default.
- W2287574920 cites W2001868767 @default.
- W2287574920 cites W2002464185 @default.
- W2287574920 cites W2004867175 @default.
- W2287574920 cites W2009535041 @default.
- W2287574920 cites W2012250869 @default.
- W2287574920 cites W2013760130 @default.
- W2287574920 cites W2014800907 @default.
- W2287574920 cites W2019191117 @default.
- W2287574920 cites W2020945485 @default.
- W2287574920 cites W2021056015 @default.
- W2287574920 cites W2032411925 @default.
- W2287574920 cites W2032731092 @default.
- W2287574920 cites W2037838833 @default.
- W2287574920 cites W2040299058 @default.
- W2287574920 cites W2041703980 @default.
- W2287574920 cites W2046375331 @default.
- W2287574920 cites W2048977393 @default.
- W2287574920 cites W2062841450 @default.
- W2287574920 cites W2063619872 @default.
- W2287574920 cites W2064045569 @default.
- W2287574920 cites W2068799873 @default.
- W2287574920 cites W2076568297 @default.
- W2287574920 cites W2078767842 @default.
- W2287574920 cites W2089211962 @default.
- W2287574920 cites W2095446301 @default.
- W2287574920 cites W2101584728 @default.
- W2287574920 cites W2115438289 @default.
- W2287574920 cites W2116467488 @default.
- W2287574920 cites W2116957791 @default.
- W2287574920 cites W2119576186 @default.
- W2287574920 cites W2121652235 @default.
- W2287574920 cites W2135026158 @default.
- W2287574920 cites W2135193488 @default.
- W2287574920 cites W2148147425 @default.
- W2287574920 cites W2150059863 @default.
- W2287574920 cites W2162253433 @default.
- W2287574920 cites W2264803669 @default.
- W2287574920 cites W2312463795 @default.
- W2287574920 cites W2314103148 @default.
- W2287574920 cites W2317144448 @default.
- W2287574920 cites W2317296363 @default.
- W2287574920 cites W2321305361 @default.
- W2287574920 cites W2325231891 @default.
- W2287574920 cites W2325521630 @default.
- W2287574920 cites W2325956918 @default.
- W2287574920 cites W2326610454 @default.
- W2287574920 cites W2328665883 @default.
- W2287574920 cites W2331129062 @default.
- W2287574920 cites W2331162383 @default.
- W2287574920 cites W2331443469 @default.
- W2287574920 cites W2333616914 @default.
- W2287574920 cites W2418597885 @default.
- W2287574920 cites W2777651827 @default.
- W2287574920 cites W2952158167 @default.
- W2287574920 cites W3004816419 @default.
- W2287574920 cites W4230218659 @default.
- W2287574920 cites W4233712822 @default.
- W2287574920 cites W4245413200 @default.
- W2287574920 cites W4251010663 @default.
- W2287574920 cites W803023239 @default.
- W2287574920 cites W961799491 @default.
- W2287574920 doi "https://doi.org/10.1002/chem.201504959" @default.
- W2287574920 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/26879766" @default.
- W2287574920 hasPublicationYear "2016" @default.
- W2287574920 type Work @default.
- W2287574920 sameAs 2287574920 @default.
- W2287574920 citedByCount "42" @default.
- W2287574920 countsByYear W22875749202017 @default.
- W2287574920 countsByYear W22875749202018 @default.
- W2287574920 countsByYear W22875749202019 @default.
- W2287574920 countsByYear W22875749202020 @default.
- W2287574920 countsByYear W22875749202021 @default.
- W2287574920 countsByYear W22875749202022 @default.
- W2287574920 countsByYear W22875749202023 @default.
- W2287574920 crossrefType "journal-article" @default.