• SAMIR H CHIKKALI

      Articles written in Journal of Chemical Sciences

    • Synthesis of meta-substituted monodentate phosphinite ligands and implication in hydroformylation

      SATEJ S DESHMUKH SHAHAJI R GAIKWAD SWECHCHHA PANDEY PRAMOD S MALI SAMIR H CHIKKALI

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      Synthesis of meta-substituted phosphinite ligands 3,3' (methoxyphosphanediyl) bis (N,Ndiethylaniline) (4a) and methoxybis(3-methoxyphenyl)phosphane (4b), in high yields, has been demonstrated. Typical phosphorus chemical shift between 110–120 ppm, appearance of methoxy protons and corresponding carbon, as well as ESI-MS spectra unambiguously confirmed the existence of phosphinite ligands 4a and 4b. To demonstrate the synthetic usefulness of 4a and 4b, these ligands were tested in the rhodium catalyzed hydroformylation of 1-octene. The diethylamine substituted ligand 4a was found to be highly active, whereas4bwas less reactive but revealed slightly better regioselectivity of 62% under optimized conditions.Additionally, 4a and 4b were found to catalyze the hydroformylation of styrene, 1-undecenol and 1,1-disubstituted functionalolefin, methyl methacrylate. Both the ligands displayed excellent conversion of styrene, and 4b revealed an excellent branch selectivity of 75%. Although 1-undecenol proved to be amenable to hydroformylation (85–90% conversion to aldehyde), both the ligands failed to discriminate between the linear and branched products. Substrate methyl methacrylate proved to be highly challenging and reduced conversion (between 33–42%) was observed under optimized conditions. Ligand 4a was found to be highly selective towards linear aldehyde (81% linear selectivity).

    • Editorial:Special Issue on Modern Trends in Inorganic Chemistry XVII

      SAMIR H CHIKKALI VENKATARAMANARAO G ANAND DARBHA SRINIVAS AVINASH S KUMBHAR

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    • Ni-catalyzed highly enantioselective synthesis of sulfur protected P-stereogenic supramolecular phosphine

      VIJAY S KOSHTI(S) AMOL C CHANDANSHIVE NILESH R MOTE SAMIR H CHIKKALI

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      As phosphines readily invert, the synthesis of P-chiral phosphines is a challenging task and hasbeen rarely investigated. We report the synthesis of a nickel complex [Ni-((S,S)Me-FerroLANE)(phenyl)(I)](Ni-Cat.1) and its performance in a P-C coupling reaction to generate P-chiral phosphine. The Ni-Cat.1 wassynthesized by mixing ligand (S,S) Me-FerroLANE with the metal precursor [(diphenylphosphanyl)nickel(phenyl)(I)] in good yield. Ni-Cat.1 was characterized using different spectroscopic and analyticaltechniques. Treatment of racemic methyl(phenyl)phosphine (1) with 1-(3-iodophenyl)urea (2)produced the corresponding P-chiral supramolecular phosphine (3). Optimization of reaction parametersproduced sulfur protected phosphine N-(3-(methyl(phenyl)phosphorothioyl)phenyl)formamide (3’) withexcellent enantiomeric excess (99% ee) and moderate conversion (51%).

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