857026-22-3

Upstream product

• 75-01-4 chloroethylene 
• 38882-20-1 (tetraphenylporphyrin)CoNa 
• 75-35-4 1,1-Dichloroethylene 
• 156-59-2 cis-1,2-Dichloroethylene 
• 60166-10-1 [5,10,15,20-tetraphenylporphyrin]cobalt(III) chloride 
• 79-01-6 Trichloroethylene 
• 14172-90-8 cobalt(II) 5,10,15,20-tetraphenylporphyrin 
• 1204-50-8 sodium benzophenone ketyl 
• 156-60-5 trans-1,2-dichloroethylene 

Relevant academic research and scientific papers

Synthesis, structure, and unusual reactivity of β-halovinyl cobalt porphyrin complexes

The preparation, structures, and reactivity of tetraphenylporphyrin (TPP) cobalt halovinyl complexes are reported. β-Halovinyl complexes of (TPP)Co(E-CHCHX) (X = Br and I) were prepared from the insertion of acetylene into the cobalt halide bonds of the corresponding halide complexes. The reactivity of these compounds and of the previously reported (TPP)Co(E-CHCHCl), was studied in depth, and it was found that complex reactivity increased with the leaving group ability of the halide. A trans-dichlorovinyl cobalt porphyrin complex, (TPP)Co(Z-CClCHCl), was also prepared through the reaction of (TPP)CoNa and TCE. The structures of (TPP)Co(E-CHCHBr), (TPP)-Co(Z-CClCHCl), and (TPP)Co(C2H) are reported. The C-C bond length of the vinyl group was found to vary for the β-halovinyl complexes (TPP)Co(E-CHCHX) from 1.211 A for X = Br to 1.234 A for X = Cl and 1.320 A for (TPP)Co(Z-CClCHCl). A comparison of these structures to many chlorovinyl cobalt complexes shows that trans2-halo substitution results in a dramatically decreased vinyl C-C bond length. The mechanism of halide substitution for the β-halovinyl complexes was investigated with kinetic experiments that indicated a dissociative mechanism and supported the intermediacy of a cobalt acetylene complex.