FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2980612216> ?p ?o ?g. }

• W2980612216 endingPage "4260" @default.
• W2980612216 startingPage "4250" @default.
• W2980612216 abstract "The synthesis of the phosphine-arenesulfonate Pd(II) fluoride complex (PO-OMe)PdF(lut) (2, PO-OMe = P(2-OMe-Ph)2(2-SO3-5-Me-Ph), lut = 2,6-lutidine) and its reactions with electron-deficient olefins are described. The reaction of (PO-OMe)PdBr(lut) (1) with AgF affords 2 as an 82:18 mixture of cis-P,F and trans-P,F isomers. 2 isomerizes to a 1:2 cis-P,F:trans-P,F equilibrium mixture in CD2Cl2 solution at room temperature in ca. 3 days. 2 reacts with vinyl fluoride (VF) to afford (PO-OMe)Pd(CH2CHF2)(lut) (3), which exists as the cis-P,C isomer. 2 reacts with vinyl bromide (VBr) to yield 1 and VF by initial fluoropalladation to form (PO-OMe)Pd(CH2CHBrF)(lut) (4, not observed) followed by β-Br elimination. 2 reacts with vinyl acetate to yield (PO-OMe)Pd{CH2CHF(OAc)}(lut) (5), which reacts further to form the C-bound enolate complex (PO-OMe)Pd{CH2C(═O)H}(lut) (6) and acetyl fluoride. 2 reacts with vinyl benzoate in an analogous fashion. DFT analysis of the reaction of the model complexes cis-P,F- and trans-P,F-(PH2O)PdF(py) (C1 and C2, PH2O– = o-PH2C6H4SO3–) with VF supports a mechanism involving substitution of lutidine by VF followed by migratory insertion into the Pd–F bond. An alternative mechanism comprising substitution of fluoride by VF to generate (PO-OMe)Pd(VF)(lut)+ and F–, followed by exo attack of F– on the bound VF was found to be energetically prohibitive. DFT analysis of the reaction of the model complexes cis-P,F- and trans-P,F-(PH2O)PdF(VBr) (C10 and C13) supports an insertion/β-Br elimination mechanism." @default.
• W2980612216 created "2019-10-25" @default.
• W2980612216 creator A5001203502 @default.
• W2980612216 creator A5039876250 @default.
• W2980612216 creator A5058003131 @default.
• W2980612216 creator A5066453923 @default.
• W2980612216 date "2019-10-15" @default.
• W2980612216 modified "2023-10-17" @default.
• W2980612216 title "Olefin Insertion Reactivity of a (Phosphine-arenesulfonate)Palladium(II) Fluoride Complex" @default.
• W2980612216 cites W122559096 @default.
• W2980612216 cites W1621402772 @default.
• W2980612216 cites W1757273382 @default.
• W2980612216 cites W1968760903 @default.
• W2980612216 cites W1969066792 @default.
• W2980612216 cites W1974642566 @default.
• W2980612216 cites W1975781601 @default.
• W2980612216 cites W1982152296 @default.
• W2980612216 cites W1983314075 @default.
• W2980612216 cites W1987066740 @default.
• W2980612216 cites W1990351869 @default.
• W2980612216 cites W1991819754 @default.
• W2980612216 cites W1993097442 @default.
• W2980612216 cites W1994157936 @default.
• W2980612216 cites W1995408901 @default.
• W2980612216 cites W1995423323 @default.
• W2980612216 cites W1996577676 @default.
• W2980612216 cites W1997151511 @default.
• W2980612216 cites W1997693693 @default.
• W2980612216 cites W1999350732 @default.
• W2980612216 cites W2000234454 @default.
• W2980612216 cites W2001383999 @default.
• W2980612216 cites W2002296039 @default.
• W2980612216 cites W2002405938 @default.
• W2980612216 cites W2003053908 @default.
• W2980612216 cites W2003317678 @default.
• W2980612216 cites W2005421179 @default.
• W2980612216 cites W2009510282 @default.
• W2980612216 cites W2010012125 @default.
• W2980612216 cites W2011563365 @default.
• W2980612216 cites W2011876122 @default.
• W2980612216 cites W2014848102 @default.
• W2980612216 cites W2015981085 @default.
• W2980612216 cites W2016271477 @default.
• W2980612216 cites W2019440451 @default.
• W2980612216 cites W2020366490 @default.
• W2980612216 cites W2026618455 @default.
• W2980612216 cites W2030175133 @default.
• W2980612216 cites W2032481102 @default.
• W2980612216 cites W2033453750 @default.
• W2980612216 cites W2040079056 @default.
• W2980612216 cites W2042395811 @default.
• W2980612216 cites W2051668372 @default.
• W2980612216 cites W2055563809 @default.
• W2980612216 cites W2056155530 @default.
• W2980612216 cites W2059080389 @default.
• W2980612216 cites W2068748328 @default.
• W2980612216 cites W2070160936 @default.
• W2980612216 cites W2071496664 @default.
• W2980612216 cites W2073310286 @default.
• W2980612216 cites W2073721068 @default.
• W2980612216 cites W2074942968 @default.
• W2980612216 cites W2079394085 @default.
• W2980612216 cites W2081279125 @default.
• W2980612216 cites W2085471688 @default.
• W2980612216 cites W2086471742 @default.
• W2980612216 cites W2088260501 @default.
• W2980612216 cites W2092035185 @default.
• W2980612216 cites W2093567155 @default.
• W2980612216 cites W2096747776 @default.
• W2980612216 cites W2102335144 @default.
• W2980612216 cites W2108029465 @default.
• W2980612216 cites W2119203509 @default.
• W2980612216 cites W2137232505 @default.
• W2980612216 cites W2137740123 @default.
• W2980612216 cites W2138050441 @default.
• W2980612216 cites W2150645867 @default.
• W2980612216 cites W2159670464 @default.
• W2980612216 cites W2165231383 @default.
• W2980612216 cites W2168989098 @default.
• W2980612216 cites W2171093181 @default.
• W2980612216 cites W2171592624 @default.
• W2980612216 cites W2220154028 @default.
• W2980612216 cites W2318886138 @default.
• W2980612216 cites W2325231891 @default.
• W2980612216 cites W2326299450 @default.
• W2980612216 cites W2328519449 @default.
• W2980612216 cites W2329401414 @default.
• W2980612216 cites W2330311656 @default.
• W2980612216 cites W2331704617 @default.
• W2980612216 cites W2334620433 @default.
• W2980612216 cites W2473888065 @default.
• W2980612216 cites W2517731926 @default.
• W2980612216 cites W2531917873 @default.
• W2980612216 cites W2572685526 @default.
• W2980612216 cites W2610057146 @default.
• W2980612216 cites W2613466573 @default.
• W2980612216 cites W2647587853 @default.
• W2980612216 cites W2745720403 @default.

• next