139152-86-6Relevant academic research and scientific papers
Friedel-Crafts Alkylation of Aromatics with exo-2-Chloro- and 7-Chloronorbornane
Olah, George A.,Lee, Chang Soo,Prakash, G. K. Surya
, p. 2590 - 2593 (1994)
exo-2-Chloro- and 7-chloronorbornane in the presence of tin(IV) chloride or aluminum chloride react with benzene and substituted benzenes to give the corresponding norbornylated products.Mechanistic aspects of the reactions proceeding through carbocationic intermediates are discussed.
Photochemical reaction of W(CO)6 with GeCl4 as a source of germyl and germylene compounds acting as initiators for ring-opening metathesis polymerization of norbornene
Górski, Marcin,Kochel, Andrzej,Szymańska-Buzar, Teresa
, p. 3708 - 3714 (2006)
Photolysis of W(CO)6 in a solution of n-heptane containing GeCl4 leads to the formation of two seven-coordinate compounds with direct W{single bond}Ge bonds: [(CO)4W(μ-Cl)3W(GeCl3)(CO)3] (1
Palladium-catalyzed enantioselective hydrophenylation and hydrohetarylation of bicyclo[2.2.1]hept-2-ene: Influence of the chiral ligand, the leaving group, and the solvent
Namyslo, Jan Christoph,Kaufmann, Dieter E.
, p. 1327 - 1331 (1997)
The use of optically active biaryl bisphosphanes 10-12, a diphenylphosphanylphenyloxazoline 8, and a (-N-sulfonylarninomethyl)bisdiphenylphosphane 7 as ligands in the Pdcatalyzed Heck-type hydroarylation of norbornene (1) with phenyl 2 and various hetaryl derivatives 3-5 leads exclusively to the formation of exo-2-(het)arylnorbornanes 6 with asymmetric inductions of up to 86.4% ee. In addition to an investigation into the effects of different chiral ligands, a systematic study has been made of the influence of various (het)aryl compounds, leaving groups, and solvents on the chemical and optical yields of this reductive arylation. VCH Verlagsgesellschaft mbH,.
Chemistry in the ambient field of the alkaloid epibatidine, 2: Triphenylarsine as an efficient ligand in the Pd-catalyzed synthesis of epibatidine and analogs
Namyslo, Jan Christoph,Kaufmann, Dieter E.
, p. 114 - 116 (1999)
The key-step in the original synthesis of the N-protected form 4 of the highly analgetic, but also toxic alkaloid epibatidine (1) via Pd-catalyzed Heck-type hydroarylation gave only a moderate yield. With triphenylarsine as a ligand we obtained 4 in 81% yield and some partly new analogs 5 - 8 in racemic form in 75 to 100% yield. Further attempts to optimize the ligand properties led to the combination of As and N donor centers. The N-protected pyrrolidine derivative 10 beating a diphenylarsino substituent provided 4 in 92% yield.
New pathways of site selective aromatic alkylation of palladium complexes: Fragmentation to arenes vs. ring closure to hexahydromethano-fluorenes or -phenanthrenes
Catellani,Cugini,Tiefenthaler
, p. 742 - 751 (2001)
Dimeric arylbicycloheptylpalladium halide complexes of type 1 undergo selective alkylation at the aromatic site by reaction with allyl, styryl, and benzyl bromides (RBr) via hexahydromethanopalladafluorenes (2). Ring closure of the resulting palladium complex (7) on sp2 and sp3 C-H bonds of a suitable R group then occurs with formation of hexahydromethanophenanthrene or hexahydromethanofluorene derivatives. Alternatively, substituted arenes derived from bicycloheptene deinsertion are formed. In some cases the latter can be obtained in substantial amounts when methyl isonicotinate is used as ligand.
The first decarbonylative coupling of aldehydes and norbornenes catalyzed by rhodium
Yang, Luo,Guo, Xiangyu,Li, Chao-Jun
, p. 2899 - 2904 (2010)
The decarbonylative coupling of aldehydes and norbornene analogues was realized for the first time by using a rhodium(I) catalyst. Copyright
W(II)-catalyzed hydroarylation of bicyclo[2.2.1]-hept-2-ene by simple arenes
Malinowska, Anna,Czelu?niak, Izabela,Górski, Marcin,Szymańska-Buzar, Teresa
, p. 1427 - 1431 (2005)
The tungsten(II) carbonyl compound (CO)4W(μ-Cl) 3W(SnCl3)(CO)3 has been found to be a very effective catalyst for the hydroarylation of bicyclo[2.2.1]hept-2-ene (norbornene) conducted in arene solution at room t
Palladium nanocarbon catalysts (Pd/CNT) as potential enantioselective heterogeneous systems. the behavior in the hydrogenation and hydroarylation of unsaturated substrates
Abramova,Turova,Davidovich, Yu. A.,Sokolov
, p. 216 - 218 (2015)
Hydroxy-CNT were modified with optically active α-amino acids. The resulting chiral derivatives were directly palladated with Pd2dba3 and used to catalyze the hydrogenation of α-acetamidostyrene and α-phenylcinnamic acid as well as t
Synthesis and catalytic activity of a complex of 1,1'-bis-isoquinoline N,N'-dioxide with PdCl2
Bulygina,Khrushcheva,Sokolov,Khodak
, p. 429 - 431 (2015)
A novel complex of 1,1'-bis-isoquinoline N,N'-dioxide with PdCl2 was synthesized. This complex efficiently catalyzes the Suzuki cross-couplings and hydroarylation of norbornene.
Norbornene hydroarylation catalyzed by ferrocene palladacycle complexes
Khrushcheva,Bulygina,Sokolov
, p. 1553 - 1555 (2013)
Two ferrocene derivatives containing palladacycles with bidentate (C,N) and tridentate (C,N,N) ligands were successfully used as catalysts for the hydroarylation of norbornene.
