Facile synthesis, spectroscopic characterization and X-ray analysis of 4-alkoxylated 2-hydroxybenzophenones

作者: Lihua Lu , Liang He

DOI: 10.1016/J.MOLSTRUC.2011.11.033

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摘要: Abstract Two 2-hydroxy-4-alkoxy-3′-nitrobenzophenones were synthesized in a facile way. Their structures characterized with the aid of mass spectra and 1 H NMR analysis, as well X-ray diffraction analysis. The showed an intramolecular hydrogen bond formation their structures. Compound crystallizes monoclinic P2 (1) space group crystal cell parameters  = 3.9318(4) A, b  = 7.1042(9) A, c  = 22.0400(19) A, α  = 90.00°, β  = 92.3140(10)°, γ V  = 615.13(11) A 3 Z  = 2. 2 (1)/n  = 3.9765(5) A,  = 11.8286(15) A,  = 28.867(3) A,  = 92.8710(10)°,  = 1356.1(3) A  = 4. Results that benzophenone skeletons are non-planar, large torsion to minimize repulsive force. substituted nitro or alkoxy groups essentially coplanar respect benzene rings which it connected, whereas carbonyl skeleton is ring by group. Classic non-classic intra- intermolecular bonds, together π–π stacking interactions stabilize molecular conformations. minor variations substituent cause great difference mode.

参考文章(24)
Lihua Lu, Liang He, 1-(2-Methoxy-anilino)anthraquinone. Acta Crystallographica Section E-structure Reports Online. ,vol. 66, ,(2010) , 10.1107/S1600536810013310
Liangyu Gong, Lihua Lu, 4-[(2-Chloro-4-nitro-phen-yl)diazen-yl]-N,N-diethyl-aniline. Acta Crystallographica Section E-structure Reports Online. ,vol. 67, ,(2011) , 10.1107/S160053681100537X
Liang He, Harold S. Freeman, Lihua Lu, Shufen Zhang, Spectroscopic study of anthraquinone dye/amphiphile systems in binary aqueous/organic solvent mixtures Dyes and Pigments. ,vol. 91, pp. 389- 395 ,(2011) , 10.1016/J.DYEPIG.2011.05.010
Bruce K Armstrong, Anne Kricker, The epidemiology of UV induced skin cancer. Journal of Photochemistry and Photobiology B-biology. ,vol. 63, pp. 8- 18 ,(2001) , 10.1016/S1011-1344(01)00198-1
Wen Yang, Xiu-Li You, Yong Zhong, De-Chun Zhang, The crystal structure of 4-[(2-methoxy-4-nitro-phenylazo)-phenyl]-dimethyl-amine Dyes and Pigments. ,vol. 73, pp. 317- 321 ,(2007) , 10.1016/J.DYEPIG.2005.11.013
Ji-Eun Lee, Hyun Jee Kim, Mi Ran Han, Su Yeon Lee, Won Joo Jo, Shim Sung Lee, Jeong Sook Lee, Crystal structures of C.I. Disperse Red 65 and C.I. Disperse Red 73 Dyes and Pigments. ,vol. 80, pp. 181- 186 ,(2009) , 10.1016/J.DYEPIG.2008.07.001
Liang He, Ahmed El-Shafei, Harold S. Freeman, Paul Boyle, X-ray and molecular modelling studies of 4-[N-alkylamino]azobenzene dyes Dyes and Pigments. ,vol. 82, pp. 299- 306 ,(2009) , 10.1016/J.DYEPIG.2009.01.013
Harold S. Freeman, Stanley A. McIntosh, Phirtu Singh, X-ray crystal structure of disazo dyes. Part 2: Derivatives of C.I. Disperse Yellow 23 and C.I. Disperse Orange 29 Dyes and Pigments. ,vol. 35, pp. 149- 164 ,(1997) , 10.1016/S0143-7208(96)00096-4
D CRISTEA, G VILAREM, Improving light fastness of natural dyes on cotton yarn Dyes and Pigments. ,vol. 70, pp. 238- 245 ,(2006) , 10.1016/J.DYEPIG.2005.03.006
Harold S. Freeman, Stanley A. McIntosh, Phirtu Singh, X-ray crystal structure of disazo dyes. Part 1: C.I. Disperse Orange 29 Dyes and Pigments. ,vol. 35, pp. 11- 21 ,(1997) , 10.1016/S0143-7208(96)00095-2