115665-72-0Relevant articles and documents
Illuminatinganti-hydrozirconation: controlled geometric isomerization of an organometallic species
Gilmour, Ryan,Hostmann, Theresa,Nevesely, Tomá?
, p. 10643 - 10648 (2021/08/20)
A general strategy to enable the formalanti-hydrozirconation of arylacetylenes is reported that mergescis-hydrometallation using the Schwartz Reagent (Cp2ZrHCl) with a subsequent light-mediated geometric isomerization atλ= 400 nm. Mechanistic delineation of thecontra-thermodynamic isomerization step indicates that a minor reaction product functions as an efficientin situgenerated photocatalyst. Coupling of theE-vinyl zirconium species with an alkyne unit generates a conjugated diene: this has been leveraged as a selective energy transfer catalyst to enableE→Zisomerization of an organometallic species. Through anUmpolungmetal-halogen exchange process (Cl, Br, I), synthetically useful vinyl halides can be generated (up toZ?:?E= 90?:?10). This enabling platform provides a strategy to access nucleophilic and electrophilic alkene fragments in both geometric forms from simple arylacetylenes.
A stereoselective synthesis of (E)- or (Z)-β-arylvinyl halides via a borylative coupling/halodeborylation protocol
Szyling, Jakub,Franczyk, Adrian,Pawlu?, Piotr,Marciniec, Bogdan,Walkowiak, J?drzej
, p. 3207 - 3215 (2017/04/21)
A new stereoselective method for the synthesis of (E)-β-arylvinyl iodides and (E)- or (Z)-β-arylvinyl bromides from styrenes and vinyl boronates on the basis of a one-pot procedure via borylative coupling/halodeborylation is reported. Depending on the halogenating agent as well as the mode of the halodeborylation reaction, (E) or (Z) isomers are selectively formed.
H-β-zeolite catalyzed synthesis of β-bromostyrenes from styrene bromohydrins
Pappula, Venkatanarayana,Donthiri, Ramachandra Reddy,Darapaneni, Chandra Mohan,Subbarayappa, Adimurthy
supporting information, p. 1793 - 1795 (2014/03/21)
Synthesis of β-bromostyrenes from styrene bromohydrins using H-β-zeolite as catalyst under moderate conditions is reported. The catalyst could be regenerated and reused up to three consecutive cycles.