메뉴 건너뛰기




Volumn 60, Issue 12, 2004, Pages 2829-2835

A computational study of the thermal opening of benzocyclobutenes to (E)- and (Z)-xylylenes

Author keywords

Benzocyclobutenes; Diels Alder reaction; o Xylylenes

Indexed keywords

ALKENE DERIVATIVE; ETHYLVINYLETHER; LIDOCAINE; PROPYLENE; UNCLASSIFIED DRUG; VINYL DERIVATIVE;

EID: 1542345562     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2004.01.049     Document Type: Article
Times cited : (11)

References (48)
  • 31
    • 33748614674 scopus 로고
    • ZPE-s scaled by a factor of 0.989, as recommended for the Becke3LYP/6-311G* level, see:
    • ZPE-s scaled by a factor of 0.989, as recommended for the Becke3LYP/6-311G* level, see: Bauschlicher C.W. Jr., Partridge H. J. Chem. Phys. 103:1995;1788-1791.
    • (1995) J. Chem. Phys. , vol.103 , pp. 1788-1791
    • Bauschlicher Jr., C.W.1    Partridge, H.2
  • 35
    • 1542353477 scopus 로고    scopus 로고
    • -1) by shock tube technic. Consequently, benzocyclobutene exhibits a greater stability (11.1 kcal/mol) than the corresponding o-xylylene (see, Ref. 15c)
    • -1) by shock tube technic. Consequently, benzocyclobutene exhibits a greater stability (11.1 kcal/mol) than the corresponding o-xylylene (see, Ref. 15c).
  • 43
    • 0034646760 scopus 로고    scopus 로고
    • For studies concerning the reactivity and the endo-exo selectivity in Diels-Alder reaction of o-xylylene, see:
    • For studies concerning the reactivity and the endo-exo selectivity in Diels-Alder reaction of o-xylylene, see: Di Valentin C., Freccero M., Sarzi-Amadè M., Zanaletti R. Tetrahedron. 56:2000;2547-2559.
    • (2000) Tetrahedron , vol.56 , pp. 2547-2559
    • Di Valentin, C.1    Freccero, M.2    Sarzi-Amadè, M.3    Zanaletti, R.4
  • 44
    • 0043049830 scopus 로고    scopus 로고
    • Total energy (hartree): propene, -117.94563; trans-dimethyltetraline, -467.05166. Corminboeuf et al. have performed at the B3LYP/6-31G* level of theory the reaction path of the Diels-Alder reaction of
    • Total energy (hartree): propene, -117.94563; trans-dimethyltetraline, -467.05166. Corminboeuf et al. have performed at the B3LYP/6-31G* level of theory the reaction path of the Diels-Alder reaction of 1b and ethene, the activation barrier is found to be 8.2 kcal/mol, and the tetraline is 68.9 kcal/mol more stable than the reactants, see: Corminboeuf C., Heine T., Weber J. Org. Lett. 5:2003;1127-1130.
    • (2003) Org. Lett. , vol.5 , pp. 1127-1130
    • Corminboeuf, C.1    Heine, T.2    Weber, J.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.