Structures of inclusion complexes of halogenbenzoic acids and α-cyclodextrin based on AM1 calculations

Journal of Molecular Modeling

Volumn 12, Issue 6, 2006, Pages 799-803

  Pumera, Martin ^a   Rulíšek, Lubomír ^b  

^a UNIVERSITAT AUTÒNOMA DE BARCELONA   (Spain)

^b INSTITUTE OF ORGANIC CHEMISTRY AND BIOCHEMISTRY   (Czech Republic)

Author keywords

AM1; Benzoic acids; Cyclodextrins; Molecular modeling

Indexed keywords

ALPHA CYCLODEXTRIN; BENZOIC ACID DERIVATIVE; BROMIDE; CHLORINE; HALOGEN; IODINE;

ARTICLE; CHEMICAL STRUCTURE; COMPLEX FORMATION; CONTROLLED STUDY; CRYSTALLOGRAPHY; ISOMER; MOLECULAR STABILITY; PRIORITY JOURNAL; QUANTUM MECHANICS; STRUCTURE ANALYSIS;

ALPHA-CYCLODEXTRINS; BENZOIC ACID; MACROMOLECULAR SUBSTANCES; MOLECULAR STRUCTURE; QUANTUM THEORY;

EID: 33749245828     PISSN: 16102940     EISSN: 09485023     Source Type: Journal    
DOI: 10.1007/s00894-005-0082-y     Document Type: Article

References (37)

1. Szejtli J (1982) Cyclodextrins and their Inclusion complexes. Akademjai Kiado, Budapest
2. Szejtli J (1998) Chem Rev 98:1743-1754
3. Hansen PE, Dettman HD, Sykes BD (1985) J Magn Reson 62:487-496
4. Pumera M, Matalova R, Jelinek I, Jindrich J, Juza J (2001) Molecules 6:221-229
5. Wan H, Blomberg LG (1995) J Chromatogr A 704:179-193
6. Pumera M, Felegel M, Lepša L, Jelínek I. (2002) Electrophoresis 23:2449-2456
7. Zbrožek J, Pumera M, Felegel M (2002) J Chrom Sci 40:505-508
8. Pumera M, Jelinek I, Jindrich J (2001) Fresenius J Anal Chem 369:666-669
9. Pumera M, Jelinek I, Jindrich J (2000) J Chromatogr A 891:201-206
10. Pumera M, Jelinek I, Jindrich J, Benada O (2002) J Liq Chrom Relat Technol 25:2473-2484
11. Lipkowitz KB (1998) Chem Rev 98:1829-1874
12. Gilar M, Uhrová M, Tesařová E (1996) J Chromatogr B 681:133-141
13. Tesařová E, Gilar M, Hobza P, Kabeláč M, Deyl Z, Smolkov́-Keulemansová E (1995) J High Res Chrom 18:597-601
14. Sun M, Liu X, Yan L, Luo G, Zhao Y (2005) J Mol Model 9:419-422
15. Cai W, Yu Y, Shao X (2005) J Mol Model 11:186-193
16. Rauwolf C, Straßner T, (1997) J Mol Model 3:1-16
17. Puchta R, Seitz V, van Eikema Hommes NJR, Saalfrank RW (2000) J Mol Model 6:126-132
18. Nishijo J, Nagai M (1991) J Pharm Sci 80:58-62
19. Tong WQ, Lach JL, Chin TF, Guillory JK (1991) Pharm Res 8:951-957
20. Tabushi I, Kiyosuke YO, Sugimoto U, Yamamura K (1978) J Am Chem Soc 100:916-919
21. Jones SP, Grant DJ, Hadgraft W, Parr GD (1984) Acta Pharm Technol 30:213-217
22. Orstan A, Ross JBA (1987) J Phys Chem 91:2735-2745
23. Zubiaur M, De Federico M, Burusco KK, Bea I, Virgili A, Sanchez-Ferrando F, Jaime C (2005) J Inclus Phenom Macrocycl Chem 51:241-247
24. Sakurai M, Kitagawa M, Hoshi H, Inoue Y, Chujo R (1988) Chem Lett 895-898
25. Huang M-J, Watts JD, Bodor N (1997) Int J Quant Chem 64:711-719
26. Huang M-J, Watts JD, Bodor N (1997) Int J Quant Chem 65:1135-1152
27. Bodor N, Huang MJ, Watts JD (1996) J Incl Phenom Mol Recogn Chem 25:97-102
28. Allen FH, Davies JE, Galloy JJ, Johnson O, Kennard O, Macrae CF, Mitchell EM, Mitchell GF, Smith JM, Watson DG (1991) J Chem Inf Comp Sci 31:187-204
29. CSD. Cambridge Crystallographic Data Centre, Cambrigdge, UK
30. Dewar MJS, Zoebish EG, Healy EF, Stewart JJP (1985) J Am Chem Soc 107:3902-3909
31. Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Zakrzewski VG, Montgomery JA Jr, Stratmann RE, Burant JC, Dapprich S, Millam JM, Daniels AD, Kudin KN, Strain MC, Farkas O, Tomasi J, Barone V, Cossi M, Cammi R, Mennucci B, Pomelli C, Adamo C, Clifford S, Ochterski J, Petersson GA, Ayala PY, Cui Q, Morokuma K, Malick DK, Rabuck AD, Raghavachari K, Foresman JB, Cioslowski J, Ortiz JV, Stefanov BB, Liu G, Liashenko A, Piskorz P, Komaromi I, Gomperts R, Martin RL, Fox DJ, Keith T, Al-Laham MA, Peng CY, Nanayakkara A, Gonzalez C, Challacombe M, Gill PMW, Johnson B, Chen W, Wong MW, Andres JL, Gonzalez C, Head-Gordon M, Replogle ES, Pople JA (1998) Gaussian 98, Revision A.6., Gaussian Inc, Pittsburgh PA
32. Li XS, Liu L, Guo QX, Chu SD, Liu YC (1999) Chem Phys Lett 307:117-120
33. Nascimento CS, Anconi CPA, Dos Santos HF, De Almeida WB (2005) J Phys Chem A 109:3209-3219
34. Chacko KK, Saenger W (1981) J Am Chem Soc 103:1708-1715
35. Shibakami M, Sekiya A (1992) Chem Commun 1742-1743
36. Harata K (1980) Bull Chem Soc Jpn 53:2782-2786
37. Saenger W, Beyer K, Manor PC (1976) Acta Crystallogr B 32:120-128