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Volumn 69, Issue 7, 2004, Pages 2516-2525

Synthetic and Theoretical Studies of Cyclobuta[1,2:3,4]dicyclopentene. Organocobalt Intermediates in the Construction of the Unsaturated Carbon Skeleton and Their Transformation into Novel Cobaltacyclic Complexes by C-C Insertion

Author keywords

[No Author keywords available]

Indexed keywords

COMPLEXATION; DEHYDRATION; ISOMERS; PROBABILITY DENSITY FUNCTION; SYNTHESIS (CHEMICAL);

EID: 1842608370     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo030368p     Document Type: Article
Times cited : (20)

References (54)
  • 1
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    • John Wiley, Sons New York; and references therein
    • Garratt, P. J. Aromaticity; John Wiley & Sons: New York, 1986; and references therein.
    • (1986) Aromaticity
    • Garratt, P.J.1
  • 2
    • 0000649702 scopus 로고
    • For previous efforts towards the synthesis of 1 see: (a) Eaton, P. D. J. Am. Chem. Soc. 1962, 84, 2344.
    • (1962) J. Am. Chem. Soc. , vol.84 , pp. 2344
    • Eaton, P.D.1
  • 23
    • 1842527966 scopus 로고    scopus 로고
    • note
    • The vibrational, translational, and rotational energies at 298 K were obtained from frequency calculations.
  • 24
    • 1842423386 scopus 로고    scopus 로고
    • M.S. Thesis, California Institute of Technology, Pasadena, CA
    • Arvedson, S. P. M.S. Thesis, California Institute of Technology, Pasadena, CA, 1997.
    • (1997)
    • Arvedson, S.P.1
  • 25
    • 1842475854 scopus 로고    scopus 로고
    • note
    • We note that according to our calculations the transformation of 2 to 1 is endergonic by 4.7 kcal/mol. If this is correct, then the conversion of 2 to 1 could only have occurred under photostationary conditions (cf. cyclobutene in the photochemical ring-closure of 1,3-butadiene).
  • 27
    • 84860983060 scopus 로고
    • NMR spectroscopic data of 13: (b) Helv. Chim. Acta 1986, 69, 1052.
    • (1986) Helv. Chim. Acta. , vol.69 , pp. 1052
  • 29
    • 0000331770 scopus 로고
    • Review on metal-cyclobutadiene complexes: Efraty, A. Chem. Rev. 1977, 77, 691.
    • (1977) Chem. Rev. , vol.77 , pp. 691
    • Efraty, A.1
  • 31
    • 0010782047 scopus 로고
    • (a) King, R. B.; Efraty, A.; J. Am. Chem. Soc. 1970, 92, 6071; 1972, 94, 3021.
    • (1972) J. Am. Chem. Soc. , vol.94 , pp. 3021
  • 46
    • 33748215946 scopus 로고
    • Several related cobaltacyclic structures have been reported where the cobalt-bound quaternary carbons are strongly deshielded. (a) Brabdt, L.; Green, M.; Parkins, A. W. Angew. Chem., Int. Ed. Engl. 1990, 29, 1046.
    • (1990) Angew. Chem., Int. Ed. Engl. , vol.29 , pp. 1046
    • Brabdt, L.1    Green, M.2    Parkins, A.W.3
  • 50
    • 1842423383 scopus 로고    scopus 로고
    • note
    • 8) σ 103.42 (5C).
  • 53
    • 0003688717 scopus 로고    scopus 로고
    • Scalar couplings in cyclopentadienyl systems are typically much larger between adjacent protons linked by a C-C double bond (vs a single bond); see: cyclopentadiene (48) and 5-methylene-1,3-cyclopentadiene (49). Pretsch, E.; Bühlmann, P.; Affolter, C. Structure Determination Organic Compounds; Springer-Verlag: New York, 2000; page 176.
    • (2000) Structure Determination Organic Compounds , pp. 176
    • Pretsch, E.1    Bühlmann, P.2    Affolter, C.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.