Stereoelectronic Effects on the Conformational Properties of 1,3-Dioxane, 1,3-Dithiane, and 1,3-Diselenane: An Ab Initio Study and NBO Analysis

REFERENCES

• Westheimer , F. H. 1956 . Steric Effects in Organic Chemistry , Edited by: Neman , M. S. New York : John Wiley & Sons, Inc. .
   Google Scholar
• Hendrickson , J. B. 1967 . J. Am. Chem. Soc. , 89 : 7036
   Web of Science ®Google Scholar
• Allinger , N. L. , Miller , M. A. , VanCatledge , F. A. and Hirsch , J. A. 1967 . J. Am. Chem. Soc. , 89 : 4354
   Google Scholar
• Allinger , N. L. , Hirsch , J. A. , Miller , M. A. and VanCatledge , F. A. 1968 . J. Am. Chem. Soc. , 90 : 1199
   Web of Science ®Google Scholar
• Wiberg , K. B. 1965 . J. Am. Chem. Soc. , 87 : 1070
   Web of Science ®Google Scholar
• Eliel , E. L. , Allinger , N. L. , Angyal , S. J. and Morrison , G. A. 1965 . Conformational Analysis , New York : Interscience Division, John Wiley & Sons, Inc. .
   Google Scholar
• Riddell , F. G. 1967 . Quart. Rev. (London) , 21 : 364
   Google Scholar
• Bixon , M. and Lifson , S. 1967 . Tetrahedron , 23 : 769
   Web of Science ®Google Scholar
• Kewley , R. 1972 . Can. J. Chem. , 50 : 1690
   Google Scholar
• Schultz , G. and Hargittai , I. 1974 . Acta. Chim. Acad. Sci. Hung. , 83 : 331
   Google Scholar
• Pickett , H. M. and Strauss , H. L. 1970 . J. Chem. Phys. , 15 : 399
   Google Scholar
• Eliel , E. L. and Wilen , S. H. 1994 . Stereochemistry of Organic Compounds , 740 – 754 . New York : Wiley . and references therein
   Google Scholar
• Kellie , G. M. and Riddell , F. G. 1974 . Top. Stereochem. , 8 : 225
   Google Scholar
• Burkert , U. 1977 . Tetrahedron , 33 : 2237
   Google Scholar
• Eliel , E. L. and Knoeber , M. C. 1968 . J. Am. Chem. Soc. , 90 : 3444
   Web of Science ®Google Scholar
• Rychnovsky , S. D. , Yang , G. and Power , J. P. 1993 . J. Org. Chem. , 58 : 5251
   Google Scholar
• Howard , A. E. , Cieplak , P. and Kollman , P. A. 1995 . J. Comput. Chem. , 16 : 243
   Google Scholar
• Cieplak , P. , Howard , A. E. , Powers , J. P. , Rychnovsky , S. D. and Kollman , P. A. 1996 . J. Org. Chem. , 61 : 3662
   Google Scholar
• Freeman , F. and Uyen Do , K. 2002 . J. Mol. Struct. (THEOCHEM) , 577 : 43
   Google Scholar
• Frisch , M. J. , Trucks , G. W. , Schlegel , H. B. , Scuseria , G. E. , Robb , M. A. , Cheeseman , J. R. , Zakrzewski , V. G. , Montgomery , J. A. , Stratmann , R. E. Jr. , Burant , J. C. , Dapprich , S. , Millam , J. M. , Daniels , A. D. , Kudin , K. N. , Strain , M. C. , Farkas , O. , Tomasi , J. , Barone , V. , Cossi , M. , Cammi , R. , Mennucci , B. , Pomelli , C. , Adamo , C. , Clifford , S. , Ochterski , J. , Petersson , G. A. , Ayala , P. Y. , Cui , Q. , Morokuma , K. , Malick , D. K. , Rabuck , A. D. , Raghavachari , K. , Foresman , J. B. , Cioslowski , J. , Ortiz , J. V. , Stefanov , B. B. , Liu , G. , Liashenko , A. , Piskorz , P. , Komaromi , I. , Gomperts , R. , Martin , R. L. , Fox , D. J. , Keith , T. , Al-Laham , M. A. , Peng , C. Y. , Nanayakkara , A. , Gonzalez , C. , Challacombe , M. , Gill , P. M. W. , Johnson , B. , Chen , W. , Wong , M. W. , Andres , J. L. , Head-Gordon , M. , Replogle , E. S. and Pople , J. A. 1998 . GAUSSIAN 98 , Pittsburgh, PA : Gaussian Inc. . Revision A.3
   Google Scholar
• Becke , A. D. 1993 . J. Chem. Phys. , 98 : 5648
   Web of Science ®Google Scholar
• Lee , C. , Yang , W. and Parr , R. G. 1988 . Phys. Rev. B , 37 : 785
   PubMed Web of Science ®Google Scholar
• Hehre , W. J. , Radom , L. , Schleyer , P. v. R. and Pople , J. A. 1986 . Ab initio Molecular Orbital Theory , New York : Wiley .
   Google Scholar
• Seminario , J. M. and Politzer , P. , eds. 1995 . Modern Density Function Theory, A Tool for Chemistry , Amsterdam : Elsevier .
   Google Scholar
• Glendening , E. D. , Reed , A. E. , Carpenter , J. E. and Weinhold , F. NBO Version 3.1
   Google Scholar
• Reed , A. E. , Curtiss , L. A. and Weinhold , F. 1988 . Chem. Rev. , 88 : 899
   Web of Science ®Google Scholar
• Program available from Serena Software P.O. Box 3076, Bloomington, IN 47402-3076, USA
   Google Scholar
• Stewart , J. J. P. QCPE 581 , Bloomington, IN : Department of Chemistry, Indiana University .
   Google Scholar
• Stewart , J. J. P. 1990 . J. Comput.-Aided Mol. Des. , 4 : 1
   PubMed Web of Science ®Google Scholar
• McIver , J. W. Jr. 1974 . Acc. Chem. Res. , 7 : 72
   Web of Science ®Google Scholar
• Ermer , O. 1975 . Tetrahedron , 31 : 1849
   Web of Science ®Google Scholar
• Deware , M. J. S. , Heally , E. F. and Stewart , J. J. P. 1984 . J. Chem. Soc., Faraday Trans. , 80 : 227
   Google Scholar
• Freeman , F. , Phornvoranunt , A. and Hehre , W. J. 1998 . J. Phys. Org. Chem. , 11 : 831
   Web of Science ®Google Scholar
• Gilbert , T. M. 1998 . Tetrahedron Lett. , 39 : 9147
   Web of Science ®Google Scholar
• Remko , M. , Lyne , P. D. and Richards , W. G. 1999 . Phys. Chem. Chem. Phys. , 1 : 5353
   Web of Science ®Google Scholar
• Strickland , D. and Caldwell , R. A. 1993 . J. Phys. Chem. , 97 : 13394
   Web of Science ®Google Scholar
• Arnason Thorarinson , G. K. and Matern , E. 1998 . J. Mol. Struct. (Theochem) , 91 : 454
   Google Scholar