205259-72-9

Upstream product

• 108-90-7 chlorobenzene 
• 14527-51-6 5,10,15,20-tetra(p-tolyl)porphyrin 
• 100-47-0 benzonitrile 

Downstream Products

• 855308-16-6 Rh(5,10,15,20-tetratolylporphyrinato)(β-aminoethyl) 
• 103562-44-3 (5,10,15,20-tetrakis-4-tolylporphyrinato)rhodium(III) hydride 
• 930573-98-1 rhodium(III)(5,10,15,20-tetratolylporphyrinato dianion)Bn(4-tBu) 
• 930573-97-0 rhodium(III)(5,10,15,20-tetratolylporphyrinato dianion)Bn(4-OMe) 
• 930574-03-1 [Rh((NCCHCHCC(C₆H₄CH₃))4)(CH₂C₆H₄NO₂)] 
• 930573-99-2 rhodium(III)(5,10,15,20-tetratolylporphyrinato dianion)Bn(4-Me) 
• 930574-01-9 rhodium(III)(5,10,15,20-tetratolylporphyrinato dianion)Bn(4-F) 
• 930574-02-0 (4-NCC₆H₄CH₂)rhodium(III) tetrakis(4-tolyl)porphyrin 
• 441353-09-9 (5,10,15,20-tetra-p-tolylporphyrinato)2-ethylrhodium(III) 
• 855308-10-0 Rh(5,10,15,20-tetratolylporphyrinato)(β-N-phthalimidoethyl) 
• 855308-11-1 Rh(5,10,15,20-tetratolylporphyrinato)(β-N-pyrrolidonylethyl) 
• 855308-12-2 Rh(5,10,15,20-tetratolylporphyrinato)(β-N,N-dibenzylaminoethyl) 
• 874299-61-3 (benzyl)(5,10,15,20-tetrakis-4-tolylporphyrinato)rhodium(III) 
• 874299-63-5 (4-formylbenzyl)(5,10,15,20-tetrakis-4-tolylporphyrinato)rhodium(III) 

Relevant academic research and scientific papers

Aryl carbon-chlorine (Ar-Cl) and aryl carbon-fluorine (Ar-F) bond cleavages by rhodium porphyrins

Aryl carbon-chlorine (Ar-Cl) bond cleavage has been achieved with rhodium(III) tetrakis-4-tolylporphyrin chloride (Rh(ttp)Cl) to give Rh(ttp)Ar. For 4-chlorofluorobenzene, the aryl carbon-fluorine (Ar-F) bond cleavage competes with the Ar-Cl bond cleavage. Mechanistic investigations show that the Ar-Cl bond cleavage goes through metalloradical ipso-substitution mechanism, while the Ar-F bond cleavage goes through nucleophilic aromatic substitution. The selectivity of the Ar-F or Ar-Cl bond cleavage can be controlled by tuning the temperature and substrate concentration.

Synthesis of one-dimensional metal-containing insulated molecular wire with versatile properties directed toward molecular electronics materials

We report, herein, the design, synthesis, and properties of new materials directed toward molecular electronics. A transition metal-containing insulated molecular wire was synthesized through the coordination polymerization of a Ru(II) porphyrin with an insulated bridging ligand of well-defined structure. The wire displayed not only high linearity and rigidity, but also high intramolecular charge mobility. Owing to the unique properties of the coordination bond, the interconversion between the monomer and polymer states was realized under a carbon monoxide atmosphere or UV irradiation. The results demonstrated a high potential of the metal-containing insulated molecular wire for applications in molecular electronics.

Effects of p-substituents on electrochemical CO oxidation by Rh porphyrin-based catalysts

Electrochemical CO oxidation by several carbon-supported rhodium tetraphenylporphyrins with systematically varied meso-substituents was investigated. A quantitative analysis revealed that the p-substituents on the meso-phenyl groups significantly affected CO oxidation activity. The electrocatalytic reaction was characterized in detail based on the spectroscopic and X-ray structural results as well as electrochemical analyses. The difference in the activity among Rh pophyrins is discussed in terms of the properties of p-substituents along with a proposed reaction mechanism. Rhodium tetrakis(4-carboxyphenyl)porphyrin (Rh(TCPP)), which exhibited the highest activity among the porphyrins tested, oxidized CO at a high rate at much lower potentials (2 oxidation activity, in contrast to Pt-based catalysts.

Syntheses of acyl rhodium porphyrins by aldehydic carbon-hydrogen bond activation with Rh(III) porphyrin chloride and methyl

Rhodium(III) porphyrin chloride reacted with aryl aldehydes in solvent-free conditions to give acyl rhodium porphyrins. Selective aldehydic without any aromatic carbon-hydrogen bond activation (CHA) was observed. At lower temperature, reduction and side products were found. Alkanals reacted poorly. On the other hand, Rh(III) porphyrin methyl reacted more cleanly with both aryl and alkyl aldehydes. These reactions provided a facile, convenient synthesis of acyl rhodium porphyrins. These activations are unique CHA by high-valent Rh(III) species. Preliminary mechanistic experiments suggested that the rhodium(III) porphyrin chloride initially formed a cationic rhodium(III) porphyrin via chloride dissociation and then underwent oxidative addition or heterolysis to yield the product. On the other hand, rhodium(III) porphyrin methyl underwent either oxidative addition or σ bond metathesis.

A facile synthesis of rhodium(III) porphyrin-silyls

Rhodium(III) porphyrin-silyls [Me3SiRhT(p-X)PP (X=H, Me)] were synthesized from the reactions of the rhodium(I) porphyrin anions, generated from the reduction of the rhodium(III) porphyrin chlorides with the sodium amalgam in toluene, with degassed Me3SiCl at room temperature. A single crystal structure of (5,10,15,20-tetraphenylporphyrinato)(trimethylsilyl)rhodium(III) (1) showed that the Rh-Si bond length is equal to 2.305 ?.

Synthesis of rhodium porphyrin aryls via intermolecular arene carbon-hydrogen bond activation

(meta-Cyanophenyl) rhodium porphyrins have been synthesized from the selective activation of a meta carbon-hydrogen bond of PhCN via the reaction of RhCl3 with porphyrins in refluxing PhCN.