1998
DOI: 10.1002/(sici)1099-0682(199801)1998:1<29::aid-ejic29>3.0.co;2-x
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Phosphapalladacycle-Catalyzed Heck Reactions for Efficient Synthesis of Trisubstituted Olefins: Evidence for Palladium(0) Intermediates

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Cited by 101 publications
(4 citation statements)
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“…In the case of an organic base, low conversion was also observed for Et 3 N (entries 1 and 17) which may due in part to steric effects exerted by competitive coordination of amine to palladium center [38,39]. It may also in part due to the formation of gaseous Et 3 N at 120 ∘ C that may lead to poor contact with the reaction mixture.…”
Section: Synthesis Of Ligands and Palladium(ii)mentioning
confidence: 99%
“…In the case of an organic base, low conversion was also observed for Et 3 N (entries 1 and 17) which may due in part to steric effects exerted by competitive coordination of amine to palladium center [38,39]. It may also in part due to the formation of gaseous Et 3 N at 120 ∘ C that may lead to poor contact with the reaction mixture.…”
Section: Synthesis Of Ligands and Palladium(ii)mentioning
confidence: 99%
“…Although the synthetic utility of palladacycles has been well explored, for many years, the unique reactivity profile of these catalytic systems was attributed to the presence of either the Pd­(II)/Pd­(IV) , or Pd(0)/Pd­(II) catalytic cycle. However, the noteworthy work by Jutand and co-workers needs a special mention in this regard, providing useful insight into the possible mechanistic intermediates in these processes.…”
Section: Introductionmentioning
confidence: 99%
“…Additionally, naphthalene and ethylenedioxy styrene were well tolerated ( 3m and 3n , respectively). When α-methylstyrene was applied in this photoredox reaction, only the disubstituted double bond 3o was formed . Furthermore, electron-deficient 4-trifluoromethylstyrene and 2-vinylpyridine afforded products 3p and 3q , respectively, in reasonable yields, while other electron-deficient alkenes, including 4-nitrostyrene and acrylate ester, were not compatible with this protocol ( 3r and 3s , respectively).…”
mentioning
confidence: 98%
“…When α-methylstyrene was applied in this photoredox reaction, only the disubstituted double bond 3o was formed. 15 Furthermore, electron-deficient 4trifluoromethylstyrene and 2-vinylpyridine afforded products 3p and 3q, respectively, in reasonable yields, while other electron-deficient alkenes, including 4-nitrostyrene and acrylate ester, were not compatible with this protocol (3r and 3s, respectively). Next, we investigated the reactivity of N-acylindoles 1 with styrene 2a in this visible-light-driven Pd-catalyzed dearomatization process (Table 3).…”
mentioning
confidence: 99%