mPW1PW91 study for conformational isomers of methylene bridge-monosubstituted tetramethoxycalix[4]arenes

다국어 초록 (Multilingual Abstract)

Structures of ten conformational isomers of methylene bridge-monosubstituted tetramethoxycalix[4]-arenes, 5,11,17,23-tetra-tert-butyl-25,26,27,28-tetramethoxy-2-ethylcalix[4]arene (1), and methyl 5,11,17,23-tetra-tert-butyl-25,26,27,28-tetramethoxycalix[4]arene-2-carboxylate (2) were optimized by quantum mechanical mPW1PW91/6-31G(d,p) (hybrid Hartree–Fock density functional) calculations. The total electronic and Gibbs free energies of the various conformations (cone, partial cone, 1,2-alternate, and 1,3-alternate) of 1 and 2 were analyzed. The cone (equatorial) and partial cone (equatorial) conformers were disclosed to be the most stable among all the isomers of 1 and 2. The calculated structures agreed well with the experimental results. The IR spectra were calculated at the mPW1PW91/ 6-31G(d,p) level for the most stable conformer of each methylene bridge-monosubstituted tetramethoxycalix[4]arene.

참고문헌 (Reference)

1 B. J. Lynch, 104 : 4811-, 2000

2 S. Simaan, 17 : 752-, 2004

3 L. Kuno, 76 : 3664-, 2011

4 C. Adamo, 108 : 664-, 1998

5 Y. Zhao, 109 : 19046-, 2005

6 S. Ibach, 32 : 729-, 1999

7 N. Morohashi, 106 : 5291-, 2006

8 I. Columbus, 73 : 2598-, 2008

9 I. Columbus, 9 : 2927-, 2007

10 P. A. Scully, 3 : 2741-, 2001

11 O. Middel, 65 : 667-, 2000

12 M. Bergamaschi, 53 : 13037-, 1997

13 S. E. Biali, 118 : 12938-, 1996

14 G. Podoprygorina, 20 : 59-, 2008

15 C. J. Breitkreuz, 20 : 109-, 2008

16 A. B. Othman, 62 : 187-, 2008

17 L. Baklouti, 54 : 1-, 2006

18 D. Garozzo, 4892-, 2005

19 A. I. Costa, 20 : 95-, 2008

20 V. K. Jain, 70 : 257-, 2006

21 F. Vocanson, 13 : 1596-, 2003

22 J. -I. Choe, 21 : 465-, 2000

23 T. Gruber, 34 : 250-, 2010

24 M. Gruner, 22 : 256-, 2010

25 P. D. J. Grootenhuis, 112 : 4165-, 1990

26 C. Fischer, 9 : 4347-, 2011

27 S. E. Biali, 118 : 12938-, 1996

28 N. Itzhak, 75 : 3437-, 2010

29 K. Araki, 18 : 1747-, 1989

30 C. Alfieri, 119 : 335-, 1989

31 "HyperChem Release 8.0.8" Hypercube, Inc 2009

32 M. J. Frisch, "Gaussian 09, Revision C.01" Gaussian, Inc. 2009

33 J.B. Foresman, "Exploring Chemistry with Electronic Structure Methods" Gaussian, Inc. 63-, 1996

34 J. Vicens, "Calixarenes: A Versatile Class of Macrocyclic Compounds" Kluwer Academic Publishers 1991

35 L. Baklouti, "Calixarenes in the Nanoworld" Springer 2007

36 L. Mandolini, "Calixarenes in Action" World Scientific Publishers Co. 2007

37 J. Vicens, "Calixarenes 50th Anniversary" Kluwer Academic Publishers 1991

38 C. D. Gutsche, "Calixarenes" Royal Society of Chemistry 2008

39 이상주, "An Easy-to-Use Three-Dimensional Molecular Visualization and Analysis Program: POSMOL" 대한화학회 25 (25): 1061-1064, 2004

40 Jong-In Choe*, "Ab Initio Study of the Conformations of Tetramethoxycalix[4]arenes" 대한화학회 25 (25): 55-58, 2004