- Crystal engineering of neutral N-arylpyrimidinones and their HCI and HNO3 adducts with a C-H···O supramolecular synthon. Implications for non-linear optics
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In a previous crystallographic study of some N-arylpyrimidinones 1, we noted that: (1) C-H···O hydrogen bonds connect molecules in a linear array; (2) the charge transfer axis of the chromophore is aligned with the main symmetry operator of point groups 2
- George,Nangia,Muthuraman,Bagieu-Beucher,Masse,Nicoud
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p. 1520 - 1527
(2007/10/03)
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- Photochemistry of Pyrimidin-2(1H)-ones: Intramolecular γ-Hydrogen Abstraction by the Nitrogen of the Imino Group
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Irradiation of 1-aryl-4-propyl- (1a) and 1-aryl-4-(3-ethoxypropyl)-6-methylpyrimidin-2(1H)-ones (1b-d) gave the photoelimination products, 1-aryl-4,6-dimethylpyrimidin-2(1H)-ones (2a-d), via intramolecular γ-hydrogen atom abstraction of the excited imino nitrogen of the starting pyrimidin-2(1H)-one (1), in addition to the 1,3-diazabicyclohex-5-en-2-ones (3a-d).The pyrimidin-2(1H)-ones (1f) and (1h), which have no γ-hydrogens at the C-4 position, underwent photochemical electrocyclization to give the 1,3-diazabicyclohex-5-en-2-ones (3f) and (3h) as the sole products.
- Nishio, Takehiko,Kameyama, Satoshi,Omote, Yoshimori
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p. 1147 - 1150
(2007/10/02)
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- Photochemical Ring Opening of Pyrimidin-2(1H)-ones. Part 2.
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The photochemical reactions of 1-aryl-4,6-disubstituted pyrimidin-2(1H)-ones have been examined.Irradiation of 1-aryl-4,6-disubstituted pyrimidin-2(1H)-ones (1)-(6) in benzene in the presence of primary or secondary amines gave arylimine products(10)-(15)
- Nishio, Takehiko,Omote, Yoshimori
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p. 239 - 242
(2007/10/02)
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- PHOTOCHEMICAL REACTION OF PYRIMIDIN-2(1H)-ONES: INTER- AND INTRAMOLECULAR HYDROGEN ABSTRACTION BY THE NITROGEN OF IMINO GROUP
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Irradiation of 1-methyl-4,6-diphenylpyrimidin-2(1H)-one (1a) in acyclic or cyclic ethers afforded the C-C bonded 1:1-adducts (2a-c) of 1a and ether via intermolecular hyrogen abstraction of the excited imino nitrogen of 1a, while irradiation of 1-phenyl-4-(3-ethoxypropyl)-6-methylpyrimidin-2(1H)-one (1g) gave 1-phenyl-4,6-dimethylpyrimidin-2(1H)-one (1d) via intramolecular hydrogen abstraction of the excited imino nitrogen of 1g, in addition to 2-oxo-1,3-diazabicyclohex-5-ene derivative (3g).
- Nishio, Takehiko,Katahira, Katsuhiro,Omote, Yoshimori
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p. 1675 - 1678
(2007/10/02)
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- FACILE OXIDATION OF 2-OXO-1,4,6-TRISUBSTITUTED 1,2,3,6-TETRAHYDROPYRIMIDINES WITH CHLORANIL
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2-Oxo-1,4,6-trisubstituted 1,2,3,6-tetrahydropyrimidines (1a-1h) were easily oxidized with 2,3,5,6-tetrachloro-1,4-benzoquinone (chloranil) to afford the corresponding 1,4,6-trisubstituted 2(1H)-pyrimidones (2) in good yields.
- Kashima, Choji,Katoh, Akira,Yokota, Yuko,Omote, Yoshimori
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p. 285 - 286
(2007/10/02)
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