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Volumn 14, Issue 39, 1973, Pages 3763-3768

Tetracyanoethylene and enol ethers: rates of 2+2→4 cycloadditions and structural variation of the enol ether

Author keywords

[No Author keywords available]

Indexed keywords


EID: 0042152243     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(01)87030-1     Document Type: Article
Times cited : (37)

References (23)
  • 15
    • 84918205007 scopus 로고    scopus 로고
    • R. Huisgen, R. Schug, G. Steiner, unpublished.
  • 16
    • 1542658161 scopus 로고
    • Reactivity and structure of alkyl vinyl ethers. Part IV. Conformational effects of alkoxy-groups in alkyl vinyl ethers and alkyl aryl ethers on charge-transfer spectra with tetracyanoethylene, and on reactivity towards electrophiles
    • (1970) Journal of the Chemical Society B: Physical Organic , pp. 310
    • Ledwith1    Woods2
  • 18
    • 84937191976 scopus 로고
    • Cycloadditionen der Ketene, V. Stereospezifische Cyclobutanon-Bildung aus Ketenen mitcis-trans-isomeren Vinyläthern
    • (1969) Chemische Berichte , vol.102 , pp. 3460
    • Huisgen1    Feiler2    Binsch3
  • 19
    • 84918205006 scopus 로고    scopus 로고
    • R. Huisgen and H. Mayr, unpublished.
  • 20
    • 84918205005 scopus 로고    scopus 로고
    • We express our thanks to Dr. G. Szeimies, Munich, for carrying out MINDO/2 calculations.
  • 21
    • 0001003184 scopus 로고
    • This phenomenon is mainly due to the relief of angle and conformational strain in the 5-membered ring. Reactions of cyclopentene via4-to 6-membered cyclic transition states are faster than the ones of cyclohexene. See e.g.
    • (1965) J. Amer. Chem. Soc. , vol.87 , pp. 2932
    • Garbisch1    Schildcrout2    Patterson3    Sprecher4
  • 22
    • 33746190548 scopus 로고
    • Thus, the association constants are too small to be measured by the method of, Even in vinyl ethers as solvents most of the TCNE is uncomplexed.
    • (1949) J. Amer. Chem. Soc. , vol.71 , pp. 2703
    • Benesi1    Hildebrand2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.