A series of mono- and polyenehomobenzenes was synthesised by a highly regioselective palladium-catalysed allylic alkylation of substituted and unsubstituted benzylic Grignard reagents employing catalytic amounts of catalyst and tested for juvenile hormone activity on the fruit fly Drosophila virilis Sturtevant (Diptera: Drosophilidae), on an important agricultural pest species, the fall armyworm Spodoptera frugiperda JE Smith (Lepidoptera: Noctuidae), and on the map butterfly Araschnia levana L. (Lepidoptera: Nymphalidae). In D.
View Article and Find Full Text PDFAdenosine 5'-diphosphoribose (ADPR) and a second compound, which may be nicotinamide, are the newly discovered photoproducts resulting from irradiation of beta-nicotinamide adenine dinucleotide (beta-NADH) in the wavelength range of 300-400 nm under oxygen-poor conditions. Both products emerge there even exclusively, whereas, at higher oxygen concentrations, the oxidized form of nicotinamide adenine dinucleotide (NAD+) is additionally formed, although still as a minor product. The development of ADPR and NAD+ is clearly oxygen-dependent, while, for the formation of the second photoproduct, small quantities of oxygen appear to be sufficient.
View Article and Find Full Text PDFThree novel naphthalene diimides (1-3) and a cyclophane (4) containing two naphthalene diimide moieties were synthesized and characterized. In contrast to the absorption spectra, the emission spectra were strongly dependent on the solvent polarity. The excimer-like emission and low fluorescence rate constant suggest the formation of ground state complexes in DMF.
View Article and Find Full Text PDFA highly regioselective palladium-catalyzed alpha-alkylation of allylic bromides 1a,c-e and chloride 1b with substituted and unsubstituted benzylic Grignard reagents is reported. The resulting all-trans polyenehomobenzene derivatives were obtained in excellent yields and regioselectivity. These products were easily converted to abietane-type diterpenes (10-12) and tetracyclic polyprenoid compounds (13, 14) through a Lewis acid-promoted cascade polyene cyclization reaction.
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