Conformation of syn- and anti-phenylquinazoline calix[4]arene diethers

New Journal of Chemistry

Volumn 27, Issue 2, 2003, Pages 236-238

  Simaan, Samah ^a   Agbaria, Kasim ^a   Thondorf, Iris ^b   Biali, Silvio E ^a  

^a HEBREW UNIVERSITY OF JERUSALEM   (Israel)

^b MARTIN LUTHER UNIVERSITY HALLE WITTENBERG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

CALIXARENE; ETHER DERIVATIVE; QUINAZOLINE DERIVATIVE;

ARTICLE; CHEMICAL MODIFICATION; CONFORMATION; CRYSTAL STRUCTURE; ENERGY; GAS; PRIORITY JOURNAL; STRUCTURE ANALYSIS;

EID: 0037295521     PISSN: 11440546     EISSN: None     Source Type: Journal    
DOI: 10.1039/b207533d     Document Type: Article

References (29)

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13. For the preparation of aminocalixarenes see: (a) F. Ohseto, H. Murakami, K. Araki and S. Shinkai, Tetrahedron Lett., 1992, 33, 1217; (b) O. Aleksiuk, F. Grynszpan and S. E. Biali, J. Org. Chem., 1993, 58, 1994; (c) O. Aleksiuk, S. Cohen and S. E. Biali, J. Am. Chem. Soc., 1995, 117, 9654; (d) for the replacement of the OH groups ofa thiacalixarene by amino groups see: H. Katagiri, N. Iki, T. Hattori, C. Kabuto and S. Miyano, J. Am. Chem. Soc., 2001, 123, 779.
14. For the preparation of aminocalixarenes see: (a) F. Ohseto, H. Murakami, K. Araki and S. Shinkai, Tetrahedron Lett., 1992, 33, 1217; (b) O. Aleksiuk, F. Grynszpan and S. E. Biali, J. Org. Chem., 1993, 58, 1994; (c) O. Aleksiuk, S. Cohen and S. E. Biali, J. Am. Chem. Soc., 1995, 117, 9654; (d) for the replacement of the OH groups ofa thiacalixarene by amino groups see: H. Katagiri, N. Iki, T. Hattori, C. Kabuto and S. Miyano, J. Am. Chem. Soc., 2001, 123, 779.
15. For the preparation of aminocalixarenes see: (a) F. Ohseto, H. Murakami, K. Araki and S. Shinkai, Tetrahedron Lett., 1992, 33, 1217; (b) O. Aleksiuk, F. Grynszpan and S. E. Biali, J. Org. Chem., 1993, 58, 1994; (c) O. Aleksiuk, S. Cohen and S. E. Biali, J. Am. Chem. Soc., 1995, 117, 9654; (d) for the replacement of the OH groups ofa thiacalixarene by amino groups see: H. Katagiri, N. Iki, T. Hattori, C. Kabuto and S. Miyano, J. Am. Chem. Soc., 2001, 123, 779.
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18. Partial cone forms of 2 in which the unique ring (oriented in the opposite direction to the rest) is either an unsubstituted or substituted ring will be denoted partial cone (syn) and partial cone (anti), respectively.
19. 2 = 0.1160. CCDC reference numbers 187174 and 187175. See http://www.rsc.org/suppdata/nj/b2/b207533d/ for crystallographic data in CIF or other electronic format.
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28. MM3(96) is included in the SYBYL 6.5 program package (Tripos Ass., Inc., St. Louis, MO 63144).
29. A conformational search was performed for 3 with the stochastic search routine of the standard MM3(96) force field using the default parameters except for the number of pushes which was set to 10 000.