2-α-hydroxybenzhydryl- and 2,7-di(α-hydroxybenzhydryl)-1,8- bis(dimethylamino)naphthalenes: The first examples of stabilization of in/out proton sponge conformers by intramolecular hydrogen bonding. The most flattened amino group ever participating in IHB

Tetrahedron Letters

Volumn 46, Issue 23, 2005, Pages 3973-3976

  Pozharskii, Alexander F ^a   Ryabtsova, Oksana V ^a   Ozeryanskii, Valery A ^a   Degtyarev, Alexander V ^a   Starikova, Zoya A ^b   Sobczyk, Lucjan ^c   Filarowski, Alexander ^c  

^a SOUTHERN FEDERAL UNIVERSITY   (Russian Federation)

^b A N NESMEYANOV INSTITUTE OF ORGANOELEMENT COMPOUNDS   (Russian Federation)

^c UNIVERSITY OF WROC AW   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

FUNCTIONAL GROUP; NAPHTHALENE DERIVATIVE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CONFORMATION; CRYSTAL STRUCTURE; HYDROGEN BOND; MOLECULAR DYNAMICS; MOLECULAR STABILITY; PROTON NUCLEAR MAGNETIC RESONANCE; X RAY ANALYSIS;

EID: 18844377423     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.04.045     Document Type: Article

References (13)

1. R.W. Alder Chem. Rev. 89 1989 1215 1223
2. A.L. Llamas-Saiz, C. Foces-Foces, and J. Elguero J. Mol. Struct. 328 1994 297 323
3. A.F. Pozharskii Russ. Chem. Rev. 67 1998 1 24
4. H. Einspahr, J.-B. Robert, R.E. Marsh, and J.D. Roberts Acta Crystallogr. B29 1973 1611 1617
5. P.R. Mallinson, K. Wozniak, C.C. Wilson, K.L. McCormack, and D.S. Yufit J. Am. Chem. Soc. 121 1999 4640 4646
6. A.F. Pozharskii, O.V. Ryabtsova, V.A. Ozeryanskii, A.V. Degtyarev, O.N. Kazheva, G.G. Alexandrov, and O.A. Dyachenko J. Org. Chem. 68 2003 10109 10122
7. H.T. Al-Masri, J. Sieler, P. Lönnecke, S. Blaurock, K. Domasevitch, and E. Hey-Hawkins Tetrahedron 60 2004 333 339
8. A. Filarowski, and A. Koll Vib. Spectrosc. 17 1998 123
9. A. Witkowski Phys. Rev. 41A 1990 3511
10. I. Alkorta, J. Elguero, O. Mò, M. Yáñez, and J.E. Del Bene Mol. Phys. 102 2004 2563
11. A.F. Pozharskii, O.V. Ryabtsova, N.V. Vistorobskii, and Z.A. Starikova Russ. Chem. Bull. 49 2000 1097 1102
12. -1: 3592, near 3050 (broad band), 3086, 3063, 3026, 2929, 1600, 1583, 1523, 1490, 1447, 1318, 1232, 1172, 1102, 840
13. Crystallographic data (excluding structure factors) for the structures in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication numbers CCDC 248980-248981. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [fax: +44(0)-1223-336033 or e-mail: deposit@ccdc.cam.ac.uk ]