1167-64-2

Upstream product

• 1169-09-1 1,4-Epoxi-1,4-diphenyl-1,4-dihydro-2,3-cyclopenteno-naphthalin 
• 1172-77-6 2,3-Dibrom-1,4-epoxy-1,4-diphenyl-2,3-cyclopentano-1,2,3,4-tetrahydro-naphthalin 
• 49769-17-7 1,7-diphenylhepta-1,6-diyne 
• 71-43-2 benzene 
• 65-85-0 benzoic acid 
• 615-42-9 1,2-Diiodobenzene 

Relevant academic research and scientific papers

Dienylation of Unfunctionalized Arenes with 1,6-Diynes via Rhodium-Catalyzed Directing-Group-Free C-H Bond Activation

It has been established that the dienylation of unfunctionalized arenes with 1,6-diynes, possessing aryl groups at the diyne termini, proceeds to give the corresponding dienylated arenes in the presence of a catalytic amount of an electron-deficient cyclopentadienyl rhodium(III) complex, [Cp ERhCl 2] 2, and a stoichiometric amount of silver carbonate. Experimental and theoretical mechanistic studies revealed that a Cp ERh(I) complex generated in situ might catalyze the present dienylation- reaction.

Rhodium-Catalyzed [2+1+2+1] Cycloaddition of Benzoic Acids with Diynes through Decarboxylation and C≡C Triple Bond Cleavage

It has been established that an electron-deficient cyclopentadienyl rhodium(III) (CpERhIII) complex catalyzes the oxidative and decarboxylative [2+1+2+1] cycloaddition of benzoic acids with diynes through C≡C triple bond cleavage, leading to fused naphthalenes. This cyclotrimerization is initiated by directed ortho C?H bond cleavage of a benzoic acid, and the subsequent regioselective alkyne insertion and decarboxylation produce a five-membered rhodacycle. The electron-deficient nature of the CpERhIII complex promotes reductive elimination giving a cyclobutadiene–rhodium(I) complex rather than the second intermolecular alkyne insertion. The oxidative addition of the thus generated cyclobutadiene to rhodium(I) (formal C≡C triple bond cleavage) followed by the second intramolecular alkyne insertion and reductive elimination give the corresponding [2+1+2+1] cycloaddition product. The synthetic utility of the present [2+1+2+1] cycloaddition was demonstrated in the facile synthesis of a donor–acceptor [5]helicene and a hemi-hexabenzocoronene by a combination with the chemoselective Scholl reaction.

O-Dihaloarenes as aryne precursors for nickel-catalyzed [2 + 2 + 2] cycloaddition with alkynes and nitriles

o-Dihaloarenes acting as aryne precursors react with acetylenes and nitriles catalyzed by the NiBr2(dppe)/dppe/Zn system to give substituted naphthalene, phenanthridine or triphenylene derivatives depending on the reaction conditions in moderat