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Volumn 67, Issue 38, 2011, Pages 7400-7405

Role of edge-to-face interaction between aromatic rings in clathrate formation of 1-benzoyl-2-hydroxyindoline derivatives with benzene. X-ray crystal and PM6 analyses of the interaction

Author keywords

1 Benzoyl 2 hydroxyindoline; CH O interaction; Edge to face interaction; PM6 calculation

Indexed keywords

BENZENE DERIVATIVE;

EID: 80051780964     PISSN: 00404020     EISSN: 14645416     Source Type: Journal    
DOI: 10.1016/j.tet.2011.07.021     Document Type: Article
Times cited : (5)

References (42)
  • 3
    • 80051793650 scopus 로고    scopus 로고
    • Recent lists of articles relating CH/π interaction are available from.
    • Recent lists of articles relating CH/π interaction are available from http://www.tim.hi-ho.ne.jp/dionisio/page/other.html.
  • 27
    • 80051784455 scopus 로고    scopus 로고
    • 21) containing intramolecular edge-to-face conformation were examined. The calculations well reproduced the structural features of the crystal geometry. For details of the PM6 investigations see the Supplementary data (Figs. S9-S11)
    • 21) containing intramolecular edge-to-face conformation were examined. The calculations well reproduced the structural features of the crystal geometry. For details of the PM6 investigations see the Supplementary data (Figs. S9-S11).
  • 28
    • 80051782682 scopus 로고    scopus 로고
    • In the calculation, the central benzene molecule is freely optimized and the coordinates of surrounding molecules are frozen. The stabilization energy due to inclusion of benzene by four edge-to-face interactions is calculated.
    • In the calculation, the central benzene molecule is freely optimized and the coordinates of surrounding molecules are frozen. The stabilization energy due to inclusion of benzene by four edge-to-face interactions is calculated.
  • 30
    • 80051793061 scopus 로고    scopus 로고
    • The DTA (differential thermal analysis) of 5d·acetone complex showed a broad endothermic peak corresponding to the guest losses at 89 °C, followed by an endothermic peak at 221 °C caused by melting of the host. The total weight loss was 7.7%. The value is much smaller than the expected loss of 15.2% for a 1:1 ratio. These facts indicated that the measurement sample used is the mixture of the complex and the guest-free crystal (see Fig. S3).
    • The DTA (differential thermal analysis) of 5d·acetone complex showed a broad endothermic peak corresponding to the guest losses at 89 °C, followed by an endothermic peak at 221 °C caused by melting of the host. The total weight loss was 7.7%. The value is much smaller than the expected loss of 15.2% for a 1:1 ratio. These facts indicated that the measurement sample used is the mixture of the complex and the guest-free crystal (see Fig. S3).
  • 31
    • 80051792621 scopus 로고    scopus 로고
    • A reviewer pointed out that the existence of the CH/N interaction between the methyl hydrogen and NCO π system is a questionable. Only a few examples (NH/N type) of protonation toward amide nitrogen atom were known as 'amide proton sponge'
    • A reviewer pointed out that the existence of the CH/N interaction between the methyl hydrogen and NCO π system is a questionable. Only a few examples (NH/N type) of protonation toward amide nitrogen atom were known as 'amide proton sponge'.
  • 34
    • 80051801118 scopus 로고    scopus 로고
    • bThe details will be reported in the near future.
    • bThe details will be reported in the near future.
  • 35
    • 80051794905 scopus 로고    scopus 로고
    • 3.
    • 3.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.