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Volumn 5, Issue 10, 1999, Pages 2965-2970

Quadricyclane radical cation isomerizations

Author keywords

Electron transfer; Hyperconjugation; Isomerizations; Quadricyclane; Radical ions

Indexed keywords

CATION; QUADRICYCLANE; UNCLASSIFIED DRUG;

EID: 0032822216     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3765(19991001)5:10<2965::AID-CHEM2965>3.0.CO;2-6     Document Type: Article
Times cited : (18)

References (45)
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  • 15
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    • b) M. Schmittel, A. Burghart, Angew. Chem. 1997, 108, 2659-2699; Angew. Chem. Int. Ed. Engl. 1997, 36, 2550-2589.
    • (1997) Angew. Chem. Int. Ed. Engl. , vol.36 , pp. 2550-2589
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    • a) A. de Meijere, Angew. Chem. 1979, 91, 867-883; Angew. Chem. Int. Ed. Engl. 1979, 18, 809-826;
    • (1979) Angew. Chem. , vol.91 , pp. 867-883
    • De Meijere, A.1
  • 18
    • 0000662936 scopus 로고
    • a) A. de Meijere, Angew. Chem. 1979, 91, 867-883; Angew. Chem. Int. Ed. Engl. 1979, 18, 809-826;
    • (1979) Angew. Chem. Int. Ed. Engl. , vol.18 , pp. 809-826
  • 23
    • 85034563181 scopus 로고    scopus 로고
    • note
    • Attempts to obtain 2,3,5,6-substituted norbornadienes without the exocyclic double bond by Diels-Alder reaction of 2,3-disubstituted cyclopentadienes and dimethylacetylene dicarboxylate led to 1,2,3,5-substituted norbornadienes (M. Gay, dissertation, Universität Erlangen, 1999) A selective Pd-or Pt-catalyzed hydrogenation of the isopropylidene group failed.
  • 27
    • 0000841587 scopus 로고    scopus 로고
    • The MP2 method was used for verification because DFT methods under certain circumstances do not give correct results for the bond cleavage in radical cations. T. Bally, G. N. Sastry, J. Phys. Chem. A, 1997, 101, 7923-7925; for results of the MP2 calculations see Supporting Information.
    • (1997) J. Phys. Chem. A , vol.101 , pp. 7923-7925
    • Bally, T.1    Sastry, G.N.2
  • 31
    • 0001109275 scopus 로고    scopus 로고
    • For very detailed theoretical studies on the norbornadiene - quadricyclane isomerization see: a) T. Clark, Acta Chemica Scaninavica 1997, 51, 646-652;
    • (1997) Acta Chemica Scaninavica , vol.51 , pp. 646-652
    • Clark, T.1
  • 36
    • 85034546798 scopus 로고    scopus 로고
    • note
    • 2v.
  • 38
    • 85034540233 scopus 로고    scopus 로고
    • note
    • -1 at B3LYP/6-31G* level (see ref. [16a]).
  • 41
    • 85034533624 scopus 로고    scopus 로고
    • note
    • The sign for the single electron is placed on the C atom with the highest spin density, the + sign is placed on the C atom with the highest charge or on the second trivalent C atom. Double bonds are drawn between the C atoms with the shortest bond length.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.