메뉴 건너뛰기




Volumn , Issue 1, 1997, Pages 127-137

The effect of pressure on the cycloadditions of cyanoacetylene to furan derivatives - [2.2](2,5)furanoparacyclophane, [8](2,5)furanophane, and furan

Author keywords

Cyanoacetylene; Cyclobutadienes; High pressure reactions; 2 + 2 Cycloadditions; 4 + 2 Cycloadditions

Indexed keywords


EID: 0342927514     PISSN: 09473440     EISSN: None     Source Type: Journal    
DOI: 10.1002/jlac.199719970119     Document Type: Article
Times cited : (3)

References (45)
  • 13
    • 33749091346 scopus 로고    scopus 로고
    • note
    • [5e]).
  • 15
    • 84988129057 scopus 로고
    • [5c] J. J. P. Stewart, J. Comput. Chem. 1989, 10, 209-214, 221-232. The AM1 and PM3 calculations were performed by the use of SPARTAN 3.1 distributed by W. J. Hehre and L. D. Burke, Wave function, Inc. 18401 Von Karman, Suite 370, Irvine, California, 92715, USA.
    • (1989) J. Comput. Chem. , vol.10 , pp. 209-214
    • Stewart, J.J.P.1
  • 18
    • 0001641572 scopus 로고
    • 2] cycloaddition, which is precedented only in photochemical reaction: K. E. Wilzbach, L. Kaplan, J. Am. Chem. Soc. 1966, 88, 2066-2075;
    • (1966) J. Am. Chem. Soc. , vol.88 , pp. 2066-2075
    • Wilzbach, K.E.1    Kaplan, L.2
  • 26
    • 33749102438 scopus 로고
    • The competing [2 + 2] cycloaddition and homo Diels-Alder cycloaddition of tetrachlorobenzene and parent benzyne also show no significant pressure dependence. These results were considered to be indicative of the stepwise mechanism of the homo Diels-Alder reaction: W. J. LeNoble, R. Mukhtar, J. Am. Chem. Soc. 1974, 96, 6191-6192;
    • (1974) J. Am. Chem. Soc. , vol.96 , pp. 6191-6192
    • LeNoble, W.J.1    Mukhtar, R.2
  • 28
    • 33749086577 scopus 로고    scopus 로고
    • note
    • o = 176.3 - 178.6 = -2.3 kcal/mol).
  • 38
    • 84984318596 scopus 로고
    • (Chem. Abstr. 1946, 42, P6847);
    • (1946) Chem. Abstr. , vol.42
  • 44
    • 33749093167 scopus 로고    scopus 로고
    • note
    • The isocoumarinophane 12 has also been obtained by Vögtle in an attempt to decarbonylate 6 at 620°C over quartz wool. Presumably the compound is formed by enolization of the ketone and subsequent addition of the OH function to the neighboring cyano group. From the resulting cyclic imidoester, 12 could be formed by hydrolysis during work-up: F. Vögtle, private communication, November 1992.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.