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Volumn 52, Issue 3, 1996, Pages 743-752

Neoclassical furoxans - A computational study

Author keywords

[No Author keywords available]

Indexed keywords

BENZOFUROXAN DERIVATIVE; FURAZAN DERIVATIVE; OXADIAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0030066289     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(95)01034-3     Document Type: Article
Times cited : (18)

References (58)
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    • Furazane (1,2,5-oxadiazole), furazan-2-oxide (furoxane, 1,2,5-oxadiazol-2-oxide), benzofurazane (2,1,3-benzoxadiazole) und benzofurazan-1-oxide (benzofuroxane, 2,1,3-benzoxadiazol-1-oxide)
    • Houben Weyl, Schaumann, E. Ed; Thieme Verlag: Stuttgart
    • b) Friedrichsen, W. Furazane (1,2,5-Oxadiazole), Furazan-2-oxide (Furoxane, 1,2,5-Oxadiazol-2-oxide), Benzofurazane (2,1,3-Benzoxadiazole) und Benzofurazan-1-oxide (Benzofuroxane, 2,1,3-Benzoxadiazol-1-oxide). In Houben Weyl, Methoden der Organischen Chemie; Schaumann, E. Ed; Thieme Verlag: Stuttgart, 1994; Bd E8c; pp. 648.
    • (1994) Methoden der Organischen Chemie , vol.E8C , pp. 648
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    • See also: a) Calzaferri, G.; Gleiter, R.; Knauer, K.-H.; Martin, H.-D.; Schmidt, E. Angew. Chem. 1974, 86, 52; Angew. Chem., Int. Ed. Engl. 1974, 13, 86.
    • (1974) Angew. Chem., Int. Ed. Engl. , vol.13 , pp. 86
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    • Friedrichsen, W. J. Chem. Res. (S) 1995, 120; (M) 0878-0889.
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    • For an early report on the effect of substituents on the relative stability of furoxan isomers see: Andrionov, V. G.; Shokhen, M. A.; Eremeev, A. V.; Barmina, S. V. Chem. Het. Comp. (Engl. Transl.) 1986, 214; Khim. Geterotsikl. Soedin. 1986, 264.
    • (1986) Khim. Geterotsikl. Soedin. , pp. 264
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    • 18,19 and will not be repeated here.
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    • Two fused five-membered heterocyclic rings: (ii) non-classical systems
    • Katritzky, A. R.; Rees, C. W. Eds.; Pergamon Press: Oxford
    • Ramsden, C. A. Two Fused Five-Membered Heterocyclic Rings: (ii) Non-classical Systems. In Comprehensive Heterocyclic Chemistry, Katritzky, A. R.; Rees, C. W. Eds.; Pergamon Press: Oxford, 1984; vol. 6; pp. 1027.
    • (1984) Comprehensive Heterocyclic Chemistry , vol.6 , pp. 1027
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    • Concerning the geometry of thieno[2,3-c][1,2,5]oxadiazole 1-(3-) oxide there are no significant differences between 6-31G* and 6-31+G* (6-311G*, 6-311G**) basis sets. Therefore only the former basis set (6-31G*) has been applied to our calculations
    • Concerning the geometry of thieno[2,3-c][1,2,5]oxadiazole 1-(3-) oxide there are no significant differences between 6-31G* and 6-31+G* (6-311G*, 6-311G**) basis sets. Therefore only the former basis set (6-31G*) has been applied to our calculations.
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    • A syn conformer of type 7 with both oxygen atoms on the same side of the molecule seems not to be a minimum on the PES
    • A syn conformer of type 7 with both oxygen atoms on the same side of the molecule seems not to be a minimum on the PES.
  • 55
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    • note
    • 24 remedy this deficiency of the BLYP functional.
  • 57
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    • note
    • 38. According to our own calculations the energy difference ΔΕ is reduced considerably after inclusion of electron correlation (ΔΕ = 34.1, 11.9, 15.1, 15.1 kcal/mol (RHF/6-31G*, MP2/6-31G*//6-31G*, MP4/6-31G*//6-31G*, BLYP/6-31G*)).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.