메뉴 건너뛰기




Volumn 71, Issue 8, 2006, Pages 3001-3006

[10]Annulene: Bond shifting and conformational mechanisms for automerization

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC HYDROCARBONS; CONFORMATIONS; ISOMERS; MAGNETIC SUSCEPTIBILITY; NAPHTHALENE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PROBABILITY DENSITY FUNCTION;

EID: 33645778480     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0521450     Document Type: Article
Times cited : (25)

References (48)
  • 20
    • 33645772575 scopus 로고    scopus 로고
    • note
    • 5e This suggests that CCSD(T)//B3LYP relative energies for 3 and 5 would also be comparable to CCSD(T)//CCSD(T) relative energies.
  • 21
    • 33645792021 scopus 로고    scopus 로고
    • note
    • 5e), it nevertheless does reasonably well at estimating the degree of delocalization in these systems (e.g., as manifested in Δr). For this reason, BH&HLYP is more reliable than B3LYP when the geometries obtained are to be evaluated for magnetic properties and aromaticity.
  • 30
    • 33645758130 scopus 로고    scopus 로고
    • note
    • 17b was complicated in the very nonplanar species, primarily because of local effects involving nearby π bonds, and in other species (e.g., 2, 4, and 5) because of extreme proximity of the inner hydrogen nuclei to the ring centroid. These effects rendered this method less attractive than MSE.
  • 41
    • 12044257767 scopus 로고
    • See, for example, the comparison of ring inversion and nonplanar bond shifting in cyclooctatetraene: Paquette, L. A. Acc. Chem. Res. 1993, 26, 57.
    • (1993) Acc. Chem. Res. , vol.26 , pp. 57
    • Paquette, L.A.1
  • 42
    • 27144509804 scopus 로고    scopus 로고
    • For a recent example of two-twist topology in [14]annulene, see: Rzepa, H. Org. Lett. 2005, 7, 4637.
    • (2005) Org. Lett. , vol.7 , pp. 4637
    • Rzepa, H.1
  • 44
    • 33645757426 scopus 로고    scopus 로고
    • note
    • NICS computed at the CSGT-B3LYP/6-311+G**//BH&HLYP/6- 311+G** level.
  • 45
    • 33645793648 scopus 로고    scopus 로고
    • note
    • -1).
  • 46
    • 33645778909 scopus 로고    scopus 로고
    • note
    • 3b
  • 47
    • 33645754361 scopus 로고    scopus 로고
    • note
    • For a detailed discussion of this type of analysis on other annulenes, see ref 23.
  • 48
    • 33645780299 scopus 로고    scopus 로고
    • note
    • See also ref 24 for other highly aromatic bond-shifting transition states with large torsion angles.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.