1426243-81-3Relevant academic research and scientific papers
An Unexpected C-C Bond Cleavage of Acetophenones: Synthesis of Bis(heteroaryl)arylmethanes and Triarylmethanes via SeO2/Lanthanide Chloride Catalyzed Friedel-Crafts Arylation
Kumar, G. Santosh,Kumar, A. Sanjeeva,Swetha,Babu, B. Madhu,Meshram
, p. 631 - 639 (2016)
A novel synthesis of bisheteroarylaryl methanes and triarylmethanes is described by the selective C-C bond cleavage of acetophenones in the presence of SeO2/lanthanide chlorides. The present strategy provides an in situ generation of aldehydes from acetophenones followed by a double Friedel-Crafts reaction of electron-rich arenes. Natural product 1,1,1-tris(3-indolyl)methane is synthesized in a single step following the same protocol.
SnCl2 insertion into Ir-Cl and Rh-Cl bonds: Synthesis, characterization and catalytic activity of three-legged piano-stool trichlorostannyl iridium and rhodium complexes
Maity, Arnab Kumar,Bhattacharjee, Manish,Roy, Sujit
, p. 42 - 49 (2014/07/22)
Facile insertion reaction of SnCl2 across pentamethylcyclopentadienyl complexes of Ir(III) and Rh(III) resulted in the formation of Ir-SnCl3 and Rh-SnCl3 heterobimetallic complexes. Treatment of SnCl2 with [Cp*IrCl2] 2 and [Cp*Ir(NH2tBu)Cl2] afforded [Cp*Ir(SnCl3)2{SnCl2(H 2O)2}] (1) and [Cp*Ir(SnCl3) 3][NH3tBu] (3), respectively. Similarities in NMR data for complexes 1 and 3 suggested that complex 1 converts to anionic [Cp*Ir(SnCl3)3] species in solution via rapid chloride exchange. Similarly, insertion reaction of SnCl2 with [Cp*Ir(PPh3)Cl2] and [Cp*Rh(PPh 3)Cl2] afforded single insertion complex [Cp*Ir(PPh3)(SnCl3)Cl] (2) and double insertion complex [Cp*Rh(PPh3)(SnCl3)2] (4), respectively. All these new complexes were characterized by multinuclear NMR spectroscopy, while complexes 1, 3 and 4 were structurally characterized by single crystal X-ray diffraction technique. Complexes 1-4 were also tested as catalyst for bisarylation of aldehyde with arene and it was observed that only complexes 1 and 3 were active. Scope of this organic reaction was examined for different arenes and heteroarenes and in all the cases very good yields of triarylmethane derivatives were achieved.
Heterobimetallic Ir-Sn catalysis: Aza-Friedel-Crafts reaction of N-sulfonyl aldimines
Chatterjee, Paresh Nath,Maity, Arnab Kumar,Mohapatra, Swapna Sarita,Roy, Sujit
, p. 2816 - 2826 (2013/04/10)
The heterobimetallic complex [Ir(COD)(SnCl3)Cl(μ-Cl)] 2 catalyzes the aza-Friedel-Crafts reaction of 1,3,5- trimethoxybenzene, as well as substituted indoles with N-sulfonyl aldimines leading to the formation of diarylamines and triarylmethanes in good yields. The symmetrical triarylmethanes were also obtained from diarylamines and suitable nucleophiles via simultaneous cleavage of sp3 C-N bond and elimination of 1,3,5-trimethoxybenzene.
