129446-34-0Relevant academic research and scientific papers
N -Butylpyrrolidinone as a dipolar aprotic solvent for organic synthesis
Sherwood, James,Parker, Helen L.,Moonen, Kristof,Farmer, Thomas J.,Hunt, Andrew J.
, p. 3990 - 3996 (2016)
Dipolar aprotic solvents such as N-methylpyrrolidinone (or 1-methyl-2-pyrrolidone (NMP)) are under increasing pressure from environmental regulation. NMP is a known reproductive toxin and has been placed on the EU "Substances of Very High Concern" list. Accordingly there is an urgent need for non-toxic alternatives to the dipolar aprotic solvents. N-Butylpyrrolidinone, although structurally similar to NMP, is not mutagenic or reprotoxic, yet retains many of the characteristics of a dipolar aprotic solvent. This work introduces N-butylpyrrolidinone as a new solvent for cross-coupling reactions and other syntheses typically requiring a conventional dipolar aprotic solvent.
The use of palladium nanoparticles supported on graphene oxide in the Mizoroki-Heck reaction
Ioni,Lyubimov,Davankov,Gubin
, p. 392 - 394 (2013)
We have developed a convenient single-step method for producing palladium nanoparticles on the surface of graphene oxide by reducing palladium chloride with NaBH4. According to transmission electron microscopy data, palladium nanoparticles have
Water Docking Bias in [4]Helicene
Domingos, Sérgio R.,Martin, Kévin,Avarvari, Narcis,Schnell, Melanie
, p. 11257 - 11261 (2019)
We report on the one- and two-water clusters of [4]helicene, the smallest polycyclic aromatic hydrocarbon with a helical sense, which were captured in the gas phase using high-resolution rotational spectroscopy. The structures of the complexes are unambiguously revealed using microwave spectra of isotopically enriched species. In the one-water cluster, the apparent splitting pattern is consistent with a tunneling motion that encompasses an exchange of strongly and weakly bonded water hydrogens. This motion is “locked” in the two-water cluster. The relevant intermolecular contacts, symmetry, and aromaticity effects are unveiled for the microsolvated chiral topologies. These observations entail the first glance at the structures and internal dynamics of the water binding motifs of a chiral polycyclic aromatic hydrocarbon.
Nickel-catalyzed addition of alkenylzirconium reagents to bicyclic olefins: A highly regio- and stereoselective ring-opening reaction
Wu, Ming-Si,Rayabarapu, Dinesh Kumar,Cheng, Chien-Hong
, p. 8407 - 8412 (2004)
A highly regio- and stereoselective ring-opening addition of alkenylzirconium reagents to bicyclic olefins catalyzed by nickel complexes was described. Treatment of 7-oxa- and 7-azabenzonorbornadienes (1a-e) with various terminal alkenylzirconium reagents
2-Styrylquinoline-based two-photon AIEgens for dual monitoring of pH and viscosity in living cells
Dou, Yandong,Liu, Jiang,Zhang, Fangfang,Cai, Chunhui,Zhu, Qing,Kenry
, p. 7771 - 7775 (2019)
A new class of aggregation-induced emission (AIE) fluorophores HAPHs with excellent two-photon properties is developed from styrylquinoline. Among them, the probe HAPH-1 exhibits good sensitivity towards pH and viscosity and has been successfully used for
Nondirected C-H alkenylation of arenes with alkenes under rhodium catalysis
Ghosh, Koushik,Mihara, Gen,Nishii, Yuji,Miura, Masahiro
, p. 148 - 151 (2019)
A nondirected dehydrogenative direct alkenylation of simple aromatic compounds with alkenes under rhodium catalysis is described. The site-selectivity is dominantly dictated by the steric bulkiness around the targeted CH bond. The reaction efficiency was
Cross-coupling reaction of organostannanes with aryl halides catalyzed by nickeltriphenylphosphine or nickel-lithium halide complex
Shirakawa, Eiji,Yamasaki, Kenji,Hiyama, Tamejiro
, p. 1544 - 1549 (1998)
A nickel(0) complex used in combination with lithium bromide was found to enhance the rate of the cross-coupling reaction of aryl halides with organostannanes, whereas a Ni(0) catalyst combined with Ph3P was applicable to a wide variety of aryl halides including aryl chlorides.
First Cp*Co(III)-catalyzed Mizoroki-Heck coupling reactions of alkenes and aryl bromide/iodide
Srivastava, Avinash K.,Satrawala, Naveen,Ali, Munsaf,Sharma, Charu,Joshi, Raj K.
, (2019)
A Cp*Co(CO)I2 catalyzed Mizoroki-Heck coupling of alkenes and aryl halide is established at feasible reaction conditions. The Cp*Co(III) catalyst excellently work to couple the aryl iodide and alkene, and produce up to 94% yield of the coupling
Pd-Catalyzed Coupling of N-Tosylhydrazones with Benzylic Phosphates: Toward the Synthesis of Di- or Tri-Substituted Alkenes
Zhang, Kena,Provot, Olivier,Alami, Mouad,Tran, Christine,Hamze, Abdallah
, p. 1249 - 1261 (2022/02/07)
This study shows that various di- and tri-substituted alkenes with high chemoselectivity were obtained in good to high yields by coupling N-tosylhydrazones (NTHs) with benzylic phosphates as electrophilic partners. The obtained new catalytic system consis
METHODS OF ARENE ALKENYLATION
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Page/Page column 18; 21-22; 42; 44-45, (2021/11/26)
The present disclosure provides for a rhodium-catalyzed oxidative arene alkenylation from arenes and styrenes to prepare stilbene and stilbene derivatives. For example, the present disclosure provides for method of making arenes or substituted arenes, in particular stilbene and stilbene derivatives, from a reaction of an optionally substituted arene and/or optionally substituted styrene. The reaction includes a Rh catalyst or Rh pre-catalyst material and an oxidant, where the Rh catalyst or Rh catalyst formed Rh pre-catalyst material selectively functionalizes CH bond on the arene compound (e.g., benzene or substituted benzene).
