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Syntheses and Crystal Structures of 1,5-Dioxaspiro[5.5]undecane-2,4-dione Derivatives

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Abstract

The 3-(2,3,4-trimethoxybenzylidene)-1,5-dioxaspiro[5.5]undecane-2,4-dione 1 and 3-(3,4,5-trimethoxybenzylidene)-1,5-dioxaspiro[5.5]undecane-2,4-dione 2 have been synthesized and characterized by X-ray single-crystal diffraction, IR and UV–Vis. Compound 1 belongs to the orthorhombic system, space group Pna21 with a = 10.182(2) Å, b = 11.828(2) Å, c = 14.356(3) Å, α = 90°, β = 90°, γ = 90°, V = 1,729.0(6) Å3, Z = 4. Compound 2 is of Triclinic system, space group P-1 with a = 8.7807(18) Å, b = 9.4383(19) Å, c = 11.450(2) Å, α = 98.64(3)°, β = 103.28(3)°, γ = 99.44(3)°, V = 893.4(3) Å3, Z = 2. It is very interesting that there are only C–H···O and C–H···π intermolecular interaction in the 1, while there are still π···π stacking interactions except for C–H···O and C–H···π intermolecular interaction in the structure of 2.

Graphical Abstract

Two new spiro compounds, 3-(2,3,4-trimethoxybenzylidene)-1,5-dioxaspiro[5.5]undecane-2,4-dione 1 and 3-(3,4,5-trimethoxybenzylidene)-1,5-dioxaspiro[5.5]undecane-2,4-dione 2 have been synthesized and characterized by X-ray single-crystal diffraction, IR and UV–Vis.

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Acknowledgments

This research was supported by the Natural Science Foundation of Shandong Province (No.ZR2010CL011) and (No.ZR2010BM033).

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Authors and Affiliations

  1. Department of Chemistry, Chemical Engineering and Environmental Engineering, MicroScale Science Institute, Weifang University, Weifang, 261061, China

    Wulan Zeng, Yufeng Li & Huanmei Guo

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  1. Wulan Zeng
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  2. Yufeng Li
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  3. Huanmei Guo
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Correspondence to Wulan Zeng.

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Zeng, W., Li, Y. & Guo, H. Syntheses and Crystal Structures of 1,5-Dioxaspiro[5.5]undecane-2,4-dione Derivatives. J Chem Crystallogr 43, 223–227 (2013). https://doi.org/10.1007/s10870-013-0408-z

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