Conformations of 1,2-dimethoxypropane and 5-methoxy-1,3-dioxane: are ab initio quantum chemistry predictions accurate?
作者： Grant D Smith , Richard L Jaffe , Do.Y Yoon
DOI: 10.1016/S0009-2614(98)00482-5
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摘要: Abstract High-level ab initio quantum chemistry calculations are shown to predict conformer populations of 1,2-dimethoxypropane and 5-methoxy-1,3-dioxane that consistent with gas-phase NMR vicinal coupling constant measurements. The conformational energies the cyclic ether found be those predicted by a rotational isomeric state (RIS) model based upon acyclic analog 1,2-dimethoxypropane. RIS indicate presence strong attractive 1,5 C(H3)⋯O electrostatic interactions in these molecules, similar 1,2-dimethoxyethane.
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Grant D. Smith, Richard L. Jaffe, Do Y. Yoon, Conformational Characteristics of Dimethoxymethane Based upon ab Initio Electronic Structure Calculations The Journal of Physical Chemistry. ,vol. 98, pp. 9072- 9077 ,(1994) , 10.1021/J100087A040
Akihiro Abe, Hidemine Furuya, Noriko Ichimura, Susumu Kawauchi, Gas phase NMR and ab initio molecular orbital calculations of 5-methoxy-1,3-dioxanes: a critical survey of the Gauche effect Journal of Molecular Structure. ,vol. 404, pp. 335- 338 ,(1997) , 10.1016/S0022-2860(96)09621-4
Grant D. Smith, Richard L. Jaffe, Do Y. Yoon, Conformations of 1,2-Dimethoxyethane in the Gas and Liquid Phases from Molecular Dynamics Simulations Journal of the American Chemical Society. ,vol. 117, pp. 530- 531 ,(1995) , 10.1021/JA00106A061
Yuji Sasanuma, Solvent Effect on the Conformation of 1,2-Dimethoxypropane The Journal of Physical Chemistry. ,vol. 98, pp. 13486- 13488 ,(1994) , 10.1021/J100102A010
Grant D. Smith, Richard L. Jaffe, Do Y. Yoon, Force field for simulations of 1,2-dimethoxyethane and poly(oxyethylene) based upon ab initio electronic structure calculations on model molecules The Journal of Physical Chemistry. ,vol. 97, pp. 12752- 12759 ,(1993) , 10.1021/J100151A021
Grant D. Smith, Do Y. Yoon, Richard L. Jaffe, Ralph H. Colby, Ramanan Krishnamoorti, Lewis J. Fetters, Conformations and Structures of Poly(oxyethylene) Melts from Molecular Dynamics Simulations and Small-Angle Neutron Scattering Experiments Macromolecules. ,vol. 29, pp. 3462- 3469 ,(1996) , 10.1021/MA951621T
Grant D. Smith, Richard L. Jaffe, Do Y. Yoon, Conformational Characteristics of 1,3-Dimethoxypropane and Poly(oxytrimethylene) Based upon ab Initio Electronic Structure Calculations The Journal of Physical Chemistry. ,vol. 100, pp. 13439- 13446 ,(1996) , 10.1021/JP952401K
Grant D. Smith, Do Y. Yoon, Richard L. Jaffe, A third-order rotational isomeric state model for poly(oxyethylene) based upon ab initio electronic structure analyses of model molecules Macromolecules. ,vol. 26, pp. 5213- 5218 ,(1993) , 10.1021/MA00071A037
Hiroatsu Matsuura, Hiroshi Yoshida, Takeshi Tanaka, Conformational Stability of 1,2-Dimethoxyethane in the Gas Phase Studied by Infrared Spectroscopy: Importance of an Intramolecular 1,5-CH···O Interaction Chemistry Letters. ,vol. 25, pp. 637- 638 ,(1996) , 10.1246/CL.1996.637
Seiji Tsuzuki, Tadafumi Uchimaru, Kazutoshi Tanabe, Tsuneo Hirano, Conformational analysis of 1,2-dimethoxyethane by ab initio molecular orbital and molecular mechanics calculations: stabilization of the TGG' rotamer by the 1,5 CH3/O nonbonding attractive interaction The Journal of Physical Chemistry. ,vol. 97, pp. 1346- 1350 ,(1993) , 10.1021/J100109A016