1H NMR and 13C NMR spectroscopy of pyrene dianions
A simple technique for the preparation of anions of polycyclic aromatic hydrocarbons is described. 1H and 13C NMR spectra of dianions of pyrene and derivatives of pyrene are reported and discussed.The electron density is greatest at the carbon atoms in the perimeter of the dianions.The presence of an electron-donating substitutent at position 2 causes an increase in the charge at positions 1 and 3.
Rodenburg, L.,Floor, M.,Lefeber, A.,Cornelisse, J.,Lugtenburg, J.
Spectroscopic and photochemical properties of mononitropyrenes
The influence of the nitro group on the aromatic ?-system of pyrene has been studied by comparing the spectroscopic and photochemical properties of the three mononitropyrenes.Whereas the UV and mass spectra of 1- and 4-nitropyrene show an interaction normal for nitro-aromatic compounds, this is not observed for 2-nitropyrene.The lack of interaction is reflected in a UV spectrum very similar to that of pyrene and a mass spectrum with a very low abundance of M-NO.The photochemical behaviour of the three compounds is governed by the degree of interaction. 1-Nitropyrene shows the nitro-nitrite rearrangement leading to 1-hydroxypyrene (88percent) and 1-hydroxy-2-nitropyrene (7percent).The photoproducts of 4-nitropyrene are pyrene (9percent) and unstable products which react with the solvent. 2-Nitropyrene is very stable under photochemical conditions due to lack of interaction.Similarly, the sterically hindered 1-methyl-2-nitropyrene is also very stable towards light.The photochemical nitro-nitrite rearrangement observed for nitro-aromatic compounds was found to be governed by electronic effects.
Braken-van Leersum, A. M. van den,Tintel, C.,Zelfde, M. van't,Cornelisse, J.,Lugtenburg, J.
Metacyclophanes and Related Compounds. 21. Nitration of Metacyclophanes
Various metacyclophanes were prepared from the corresponding benzene derivatives by using the tert-butyl group as a positional protective function and their nitrations were carried out under various conditions.It was found that nitration of 8,16-dime
Structural, Mechanistic, Spectroscopic, and Preparative Studies on the Lewis Base Catalyzed, Enantioselective Sulfenofunctionalization of Alkenes
The full details of mechanistic investigation on enantioselective sulfenofunctionalization of alkenes under Lewis base catalysis are described. Solution spectroscopic identification of the catalytically active sulfenylating agent has been accomplished along with the spectroscopic identification of putative thiiranium ion intermediates generated in the enantiodetermining step. The structural insights gleaned from these studies informed the design of new catalyst architectures to improve enantioselectivity. In addition, structural modification of the sulfenylating agents had a significant and salutary effect on the enantioselectivity of sulfenofunctionalization which was demonstrated to be general for trans disubstituted alkenes. Whereas electronic modulation had little effect on the rate and selectivity, steric bulk on arylsulfenylphthalimides was very beneficial.
Hartmann, Eduard,Denmark, Scott E.
(2017/09/19)
(4,5,9,10-Tetrahydro-pyren-2-yl)-carbamic acid 4-(2-methylsulfanyl-alkyl)-3,5-dinitro-benzyl ester, method of synthesizing thereof, and molecular electronic device using the same
A new compound derivative that can be used to form a unit molecular film as a rectifier in a molecular electronic device, a new rectifying compound (4,5,9,10-tetrahydro-pyren-2-yl)-carbamic acid 4-(2-methylsulfanyl-alkyl)-3,5-dinitro-benzyl ester and its
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Page/Page column 3-5; Sheet 1
(2010/02/10)
Synthesis of Nitropolycyclic Aromatic Hydrocarbons with the Substituent at the Longest Axis
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Miller, Dwight W.,Herreno-Saenz, Diogenes,Huang, Kurt H.,Heinze, Thomas M.,Fu, Peter P.
p. 3746 - 3748
(2007/10/02)
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