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Re(CO)3-Templated Synthesis of ?-Amidinoazadi(benzopyrro)methenes.

ABSTRACT: ?-Amidinoazadi(benzopyrro)methenes were synthesized using the Re(CO)3 unit as a templating agent. The products of these template reactions are six-coordinate rhenium complexes, with a facial arrangement of carbonyls, a noncoordinating anion, and a tridentate ?-amidinoazadi(benzopyrro)methene ligand. The tridentate ligand shows the conversion of one diiminoisoindoline sp2 carbon to a sp3 carbon, which has been seen in the "helmet" and bicyclic phthalocyanines. The bidentate diiminoisoindoline fragment tilts out of the plane of coordination. Five examples of ?-amidinoazadi(benzopyrro)methenes produced from these reactions using different nitrile solvents, including the nitrile activation of acetonitrile, propionitrile, butyronitrile, cyclohexanecarbonitrile, and benzonitrile.

SUBMITTER: Osinski AJ

PROVIDER: S-EPMC6168946 | biostudies-literature | 2017 Dec

REPOSITORIES: biostudies-literature

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Re(CO)3-Templated Synthesis of α-Amidinoazadi(benzopyrro)methenes.

Osinski Allen J AJ Morris Daniel L DL Herrick Richard S RS Ziegler Christopher J CJ

Inorganic chemistry 20171127 24

α-Amidinoazadi(benzopyrro)methenes were synthesized using the Re(CO)3 unit as a templating agent. The products of these template reactions are six-coordinate rhenium complexes, with a facial arrangement of carbonyls, a noncoordinating anion, and a tridentate α-amidinoazadi(benzopyrro)methene ligand. The tridentate ligand shows the conversion of one diiminoisoindoline sp2 carbon to a sp3 carbon, which has been seen in the "helmet" and bicyclic phthalocyanines. The ...[more]

PMID: 29172475

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Project description:BACKGROUND: As a potent antimicrobial agent, silver nanostructures have been used in nanosensors and nanomaterial-based assays for the detection of food relevant analytes such as organic molecules, aroma, chemical contaminants, gases and food borne pathogens. In addition silver based nanocomposites act as an antimicrobial for food packaging materials. In this prospective, the food grade melanin pigment extracted from sponge associated actinobacterium Nocardiopsis alba MSA10 and melanin mediated synthesis of silver nanostructures were studied. Based on the present findings, antimicrobial nanostructures can be developed against food pathogens for food industrial applications. RESULTS: Briefly, the sponge associated actinobacterium N. alba MSA10 was screened and fermentation conditions were optimized for the production of melanin pigment. The Plackett-Burman design followed by a Box-Behnken design was developed to optimize the concentration of most significant factors for improved melanin yield. The antioxidant potential, reductive capabilities and physiochemical properties of Nocardiopsis melanin was characterized. The optimum production of melanin was attained with pH 7.5, temperature 35°C, salinity 2.5%, sucrose 25 g/L and tyrosine 12.5 g/L under submerged fermentation conditions. A highest melanin production of 3.4 mg/ml was reached with the optimization using Box-Behnken design. The purified melanin showed rapid reduction and stabilization of silver nanostructures. The melanin mediated process produced uniform and stable silver nanostructures with broad spectrum antimicrobial activity against food pathogens. CONCLUSIONS: The melanin pigment produced by N. alba MSA10 can be used for environmentally benign synthesis of silver nanostructures and can be useful for food packaging materials. The characteristics of broad spectrum of activity against food pathogens of silver nanostructures gives an insight for their potential applicability in incorporation of food packaging materials and antimicrobials for stored fruits and foods.

Dataset Information

Re(CO)3-Templated Synthesis of ?-Amidinoazadi(benzopyrro)methenes.

Publications

Re(CO)<sub>3</sub>-Templated Synthesis of α-Amidinoazadi(benzopyrro)methenes.

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