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Volumn 118, Issue 28, 1996, Pages 6660-6665

The cyclohexadienyl radical in the thermal syn-anti isomerization of two crossed pentaenes of the type of bis-homofulvalene

Author keywords

[No Author keywords available]

Indexed keywords

POLYCYCLIC HYDROCARBON;

EID: 0029990498     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja953416z     Document Type: Article
Times cited : (6)

References (61)
  • 7
    • 0000372637 scopus 로고
    • q. v. for other relevant references
    • (b) Nicovich, J. M.; Ravishankara, A. R. J. Phys. Chem. 1984, 88, 2534-2541 (q. v. for other relevant references).
    • (1984) J. Phys. Chem. , vol.88 , pp. 2534-2541
    • Nicovich, J.M.1    Ravishankara, A.R.2
  • 12
    • 8944241372 scopus 로고    scopus 로고
    • Wüstefeld, M., reported in ref 6, Tables 25, 37, 38, and 45
    • Wüstefeld, M., reported in ref 6, Tables 25, 37, 38, and 45.
  • 18
    • 4243973410 scopus 로고
    • and references cited therein
    • McMurry, J. E. Chem. Rev. 1989, 89, 1513-1524, and references cited therein.
    • (1989) Chem. Rev. , vol.89 , pp. 1513-1524
    • McMurry, J.E.1
  • 21
    • 8944253368 scopus 로고    scopus 로고
    • note
    • This structure, determined by Mr. Mihai Azimioara, will be published elsewhere.
  • 23
    • 0039636621 scopus 로고
    • (a) Traetteberg, M.; Bakken, P.; Almenningen, A.; Lüttke, W,; Janssen, J. J. Mol. Struct. 1982, 81, 87-103. Lütke, J. Mol. Struct. 1982, 81, 87-00.
    • (1982) J. Mol. Struct. , vol.81 , pp. 87-100
    • Lütke1
  • 24
    • 8944252398 scopus 로고
    • (b) Noltemeyer, M.; Janssen, J.; Lüttke, W. J. Mol. Struct. 1982, 81, 105-112. This structure has been redetermined by Professor Roland Boese, Institut für Anorganische Chemie, Universität Essen, and will be published elsewhere.
    • (1982) J. Mol. Struct. , vol.81 , pp. 105-112
    • Noltemeyer, M.1    Janssen, J.2    Lüttke, W.3
  • 25
    • 8944240444 scopus 로고    scopus 로고
    • note
    • 7b (data on all previously studied trienes and pentaenes in the series of semirigid polyenes are collected in Table 4 of ref 7d) are essentially indistinguishable.
  • 27
    • 8944255224 scopus 로고    scopus 로고
    • note
    • o (favoring the anti isomer) varying narrowly between 0.3 and 1.0 kcal/mol was considered reassuring.
  • 29
    • 8944262272 scopus 로고    scopus 로고
    • note
    • As made available in the CSC Chem3D Plus program by Cambridge Scientific Computing, Inc.
  • 31
    • 8944262105 scopus 로고    scopus 로고
    • See ref 6 for references
    • See ref 6 for references.
  • 32
    • 8944255676 scopus 로고    scopus 로고
    • note
    • We are much indebted to Dr. Johannes Benkoff for these calculations.
  • 34
    • 8944231215 scopus 로고    scopus 로고
    • [(65.9) - (40.1 + 7.0) + (2 × 3.75)]/2 = 13.2 kcal/mol
    • [(65.9) - (40.1 + 7.0) + (2 × 3.75)]/2 = 13.2 kcal/mol.
  • 36
    • 8944261433 scopus 로고    scopus 로고
    • note
    • We express many thanks to Professor Wolfgang R. Roth, Ruhr Universität, Bochum, for suggesting and making these calculations.
  • 37
    • 8944250739 scopus 로고    scopus 로고
    • [(65.9) - (36.8 + 4.2) + (4 × 3.75)]/2 = 20.0 kcal/mol
    • [(65.9) - (36.8 + 4.2) + (4 × 3.75)]/2 = 20.0 kcal/mol.
  • 38
    • 8944248873 scopus 로고    scopus 로고
    • note
    • Because the derivation includes correction for steric factors by the MMEVBH program, the resulting value for the enthalpy of stabilization can be applied to other systems for the purpose of predicting enthalpies of activation involving the cyclohexadienyl radical only if this same program is used to estimate any steric corrections.
  • 40
    • 8944240442 scopus 로고    scopus 로고
    • note
    • 7c Beyond this theoretical indication, there is no experimental evidence bearing on the question.
  • 41
    • 8944250738 scopus 로고    scopus 로고
    • note
    • 28 hexa-1,5-diene, (Z)-hexene-3, n-hexane; (v) 2,3-dimethylbutadiene, 2,3-dimethylbutene-1,2,3-dimethylbutane.
  • 48
    • 8944251200 scopus 로고    scopus 로고
    • note
    • We are grateful to Professor D. W. Rogers, Long Island University, for the communication of this preliminary result.
  • 49
    • 8944256927 scopus 로고    scopus 로고
    • note
    • 31
  • 50
    • 8944226182 scopus 로고    scopus 로고
    • See Scheme 6, page 1075 of ref 6
    • See Scheme 6, page 1075 of ref 6.
  • 52
    • 8944262271 scopus 로고    scopus 로고
    • note
    • 37
  • 55
    • 8944240443 scopus 로고
    • Ph.D. Dissertation, Harvard University, Cambridge, MA
    • Ekmanis, J. L., Ph.D. Dissertation, Harvard University, Cambridge, MA, 1976. Diss. Abstr. Int. B 1976, 37, 224B (Order No. 76-14,401).
    • (1976)
    • Ekmanis, J.L.1
  • 56
    • 8944259001 scopus 로고
    • Order No. 76-14,401
    • Ekmanis, J. L., Ph.D. Dissertation, Harvard University, Cambridge, MA, 1976. Diss. Abstr. Int. B 1976, 37, 224B (Order No. 76-14,401).
    • (1976) Diss. Abstr. Int. B , vol.37
  • 57
    • 8944239468 scopus 로고    scopus 로고
    • note
    • 30b to methylenecyclohexadiene (p-isotoluene); determination of heats of hydrogenation of further model compounds such as the mono- and di-olefins related to 3-methylene-6,6-dimethylcyclohexa-1,4-diene; establishment of the temperature dependence of the equilibrium constants among the several isomers of a triene such as 4,4-dimethylcyclohexa-1,4-dienylidene-4′,4′-dimethylcyclohexane.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.