2067-93-8Relevant academic research and scientific papers
Catalytic Dimerization of Alkynes via C-H Bond Cleavage by a Platinum-Silylene Complex
Innocent, Jean,Kato, Tsuyoshi,Ohta, Masaya,Tobisu, Mamoru,Yoshida, Tomoki
supporting information, p. 1678 - 1682 (2020/06/08)
The cyclodimerization of diphenylacetylene derivatives catalyzed by a platinum-silylene complex is reported. The reaction proceeds via the cleavage of a carbon-hydrogen bond at the position ortho to an alkynyl group, and no additives are needed. Platinum complexes bearing other common ligands, such as phosphines and NHCs, failed to promote this reaction, highlighting the utility of the silylene ligand in this reaction.
5-Exo-dig radical cyclization of enediynes: The first synthesis of tin-substituted benzofulvenes
Kovalenko, Serguei V.,Peabody, Scott,Manoharan, Mariappan,Clark, Ronald J.,Alabugin, Igor V.
, p. 2457 - 2460 (2007/10/03)
(Equation Presented) Bu3Sn-mediated 5-exo-dig radical cyclization of diaryl enediynes provides a mild and efficient approach to tin-substituted fulvenes. Further synthetic opportunities opened by this process and general factors responsible for
Rhodium carbonyl catalyzed carbonylation of unsaturated compounds. IV. Carbonylation and oligomerization of diphenylacetylene catalyzed by Co4(CO)12, Rh4(CO)12, and Ir4(CO)12 under pressure of carbon monoxide
Hong,Mise,Yamazaki
, p. 247 - 248 (2007/10/02)
In the presence of Co4(CO)12, Rh4(CO)12, and Ir4(CO)12 catalysts the reaction of diphenylacetylene (1) in 2-propanol under pressure of carbon monoxide gave the hydrocarbonylation products 2 and/or 3 and the oligomers 4 and/or 5, in which the ratios depended on the catalyst employed.
ORGANIC CHEMISTRY OF SUBVALENT TRANSITION METAL COMPLEXES XI. OXIDATIVE ADDITIONS OF NICKEL(0) COMPLEXES TO CARBON-CARBON BONDS IN ALKYNES: NICKELIRENES AND NICKELOLES AS CATALYTIC CARRIERS IN THE OLIGOMERIZATION OF ALKYNES
Eisch, John J.,Galle, James E.,Aradi, Allen A.,Boleslawski, Marek P.
, p. 399 - 416 (2007/10/02)
The formation of 2,3,4,5-tetraphenylnickelole-bis(triphenylphosphine) (IIIa) and 2,3,4,5-tetraphenylnickelole-bis(1,2-diphenylphosphino)ethane (IIIb), either from (E,E)-1,2,3,4-tetraphenyl-1,3-butadien-1,4-ylidenedilithium (I) and the corresponding nickel(II) chloride-phosphine complexes (II) or from the reduction of η4-tetraphenylcyclobutadienenickel(II) bromide dimer (XII) in the presence of phosphines, proceeds in good yields.Nickelole IIIa displays physical and chemical properties consistent with its structure and is a catalyst for the trimerization of diphenylacetylene.Nickelole IIIb is a highly associated structure but in its chemical response to alkynes, HOAc, O2, Br2, NaAlEt2H2 and heat displays the properties of a nickelole, rather than a cyclobutadienenickel(0) complex.Attempts to generate IIIb photochemically from η4-1,5-cyclooctadiene(η4-tetraphenylcyclopentadienone)nickel and diphos failed, but it was shown that structural types, such as η4-tetraphenylcyclopentadienone(diphos)nickel (a model for the structure suggested by Hoberg and Richter for IIIb), are unstable.Oligomerizations of diphenylacetylene by bis(1,5-cyclooctadiene)nickel were retarded by conducting the reaction in THF or in the presence of diphos.This retardation permitted the interception of products (cis-stilbene and (E,E)-1,2,3,4-tetraphenyl-1,3-butadiene)diagnostic for the intermediacy of nickelirenes and nickeloles.Deuterium labeling verified the presence of carbo-nickel bonds.These trapping experiments, together with findings on the thermal behavior of nickeloles, are combined into a comprehensive view of the cyclotrimerization, cyclotetramerization and linear polymerization of alkynes by nickel(0).
