Isomers of Pentaerythritol Diacetals: NMR Spectroscopy and Theoretical Computation

Abstract

Abstract:

The compound 3,3-dimethyl-3,3′-dibenzyl-2,2′,4,4′-tetraoxaspiro[5, 5] undecane was synthesized. ¹H NMR spectroscopy and theoretical computation was used to characterize the hydrogen atoms in the compound. With Gaussian03 software package, the results of potential energy scanning revealed that four possible conformations existed for the undecane. The ¹H chemical shifts of the four possible isomers were calculated under B3LYP/6-311+g** level. The isomer showed the smallest difference between the theoretical results and experimental results was considered to be the correct conformation. The electron density maps of different isomers were drawn from its CHK files, which revealed electrostatic shielding that was consistent with the change of ¹H chemical shift.

Key words: NMR, pentaerythritol diacetals, computation, graphical

CLC Number:

O641

ZHANG Zhen-Wei, XI Hai-Tao, GAO Ya-Jun, SUN Xiao-Qiang, YUN Zhi. Isomers of Pentaerythritol Diacetals: NMR Spectroscopy and Theoretical Computation[J]. Chinese Journal of Magnetic Resonance, 2011, 28(1): 153-159.

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