218617-75-5Relevant 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
, p. 1678 - 1682 (2020)
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.
Rhodium-catalyzed dimerization of diaryl acetylenes in the presence of grignard reagents: Synthesis of 1,2,3-triphenyl naphthalene derivatives
Qian, Pengcheng,Chen, Fan,Pan, Changduo
, p. 3242 - 3250,9 (2020/08/31)
An efficient Rh-catalyzed dimerization of diaryl acetylenes was achieved in the presence of Wilkinson catalyst, AgF2, and 1.5 equivalent of PhMgBr in toluene, providing the 1,2,3-triaryl naphthalene derivatives in moderate to good yields. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file.
Rhodium/phosphine/amine-HBr catalyst system for highly selective cross-cyclodimerization of aryl- and alkylalkynes: Efficient access to multisubstituted naphthalene derivatives
Sakabe, Koichi,Tsurugi, Hayato,Hirano, Koji,Satoh, Tetsuya,Miura, Masahiro
supporting information; experimental part, p. 445 - 449 (2010/05/18)
The rhodium/phosphine/amine.HBr catalyst system directed toward the highly chemoselective synthesis of multisubstituted naphthalene derivatives from two different internal alkynes was investigated. Under N2 atmosphere, [(RhC1(cod)}2], PPh3, Py.HBr, 1a, 2a, o-xylene and 1- methylnaphthalene were placed in a 20 mL two-necked reaction flask equipped with a reflux condenser. After the mixture was heated at 160°C for 6 h, the consumption of 1a was checked by GC analysis. The resulting mixture was allowed to cool to room temperature and then concentrated under reduced pressure. The residue obtained was purified by column chromatography on silica gel with hexane as an eluent to give 3-phenyl-1,2-dipropylnaphthalene in 84% yield. The catalyst enabled the use of alkenes as the coupling components, providing the dihydronaphthalenes.
