Ethylene Insertion into a Ruthenium-Phenyl Bond of a Chiral Lewis Acid. A Facile Method of Preparing Olefin-Hydride Complexes. The Crystal Structure of [CyRuH(C2H3Ph)(PPh3)] SbF6.cntdot.CH2Cl2
“…Ruthenium complexes are readily accessible, but less widely utilized in the catalysis of C−C coupling reactions 4. Faller and Chase demonstrated that complex 1 b , prepared from the dichloride 1 a and PhMgBr, reacted with ethene and AgSbF 6 to form styrene and the corresponding Ru–H complex 2 5. An intramolecular variant through insertion of ethene into the Ru−C bond of complex 3 was reported by Pfeffer and co‐workers 6.…”
Aryl boronic acids can undergo a Heck‐type reaction catalyzed by RuII in the presence of CuII, which serves as a reoxidant in each cycle (see scheme, step 1). Compatibility with halide substituents offers attractive synthetic potential (step 2).
“…Ruthenium complexes are readily accessible, but less widely utilized in the catalysis of C−C coupling reactions 4. Faller and Chase demonstrated that complex 1 b , prepared from the dichloride 1 a and PhMgBr, reacted with ethene and AgSbF 6 to form styrene and the corresponding Ru–H complex 2 5. An intramolecular variant through insertion of ethene into the Ru−C bond of complex 3 was reported by Pfeffer and co‐workers 6.…”
Aryl boronic acids can undergo a Heck‐type reaction catalyzed by RuII in the presence of CuII, which serves as a reoxidant in each cycle (see scheme, step 1). Compatibility with halide substituents offers attractive synthetic potential (step 2).
“…The first was due to Faller and Chase, as shown in Scheme 2. [15] The C À C bondforming step in their sequence is a clear model for ruthenium Heck chemistry. Thus, (p-cymene)(PPh 3 )RuCl 2 reacted with PhMgBr by single displacement.…”
Section: Development Of a Ruthenium-catalysed Reactionmentioning
Ruthenium-arene complexes can act as efficient catalysts for the coupling of areneboronic acids with electrophilic alkenes. The chemoselectivity is completely different from palladium coupling, with full tolerance for halogen in the arene. NMR and ES-MS studies have been carried out to elucidate the reaction pathway
“…[2,3] To the best of our knowledge, only one nonracemic double-helical molecule has been prepared. [5] The synthetic route is shown in Scheme 1. [4] However, this synthesis was rather lengthy, and only one enantiomer was obtained.…”
“…We report here on a rational synthesis and full characterization of double-helical alkynyl cyclophanes 1 of both enantiopure forms. [5] The synthetic route is shown in Scheme 1. Separately (R)and (S)-2,2'-diformyl-1,1'-binaphthyl (2) [6] underwent carbon ± carbon coupling, and the resulting diethynyl compound 3 was converted to the monosilylethynyl derivative 4.…”
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