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Volumn 71, Issue 1, 2006, Pages 290-298

Reduction of bowl-shaped hydrocarbons: Dianions and tetraanions of annelated corannulenes

Author keywords

[No Author keywords available]

Indexed keywords

ANNEALING; DIMERS; LITHIUM; NEGATIVE IONS; STABILIZATION;

EID: 31144469451     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo051949c     Document Type: Article
Times cited : (57)

References (90)
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    • This model is controversial; however, it adequately explains the observed phenomena in neutral and reduced 1. For other models, see: (a) Rabideau, P. W.; Marcinow, Z.; Sygula, R.; Sygula, A. Tetrahedron Lett. 1993, 34, 6351-6354.
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    • note
    • The charge distribution for these dianions was calculated using another equation (ref 11) that takes into account the anisotropy effect, and it was found that most of the charge resides on carbon atom C3.
  • 75
    • 31144444934 scopus 로고    scopus 로고
    • note
    • Solvent cleavage, deuteration or protonation cannot explain the observed phenomena and therefore they are not taken into consideration.
  • 76
    • 31144462789 scopus 로고    scopus 로고
    • note
    • 13C NMR spectra would be observed). Moreover, a fast bowl-to-bowl inversion (on the NMR time-scale) is not reasonable for such a system, and therefore, the high-symmetry cannot be due to an averaging of the signals.
  • 77
    • 31144453313 scopus 로고    scopus 로고
    • note
    • 2-hybridized carbon stems from the concentration of high charge on it.
  • 84
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    • and references therein
    • 13C,6Li coupling is highly dependent on temperature and degree of aggregation. For dimers (not PAHs) values of 2-3 Hz were observed, whereas monomers can give couplings of up to 17 Hz. Moreover, these couplings cannot be observed above ca. 200 K. See: Günther, H. J. Braz. Chem. Soc. 1999, 10, 241-262 and references therein.
    • (1999) J. Braz. Chem. Soc. , vol.10 , pp. 241-262
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  • 86
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    • note
    • Proton H14 is found in the bay area; therefore, its chemical shift was not taken into consideration when calculating the average proton shift.
  • 87
    • 31144476927 scopus 로고    scopus 로고
    • note
    • + is strongly paratropic and annulenic in behavior.
  • 88
    • 31144450425 scopus 로고    scopus 로고
    • note
    • 2- appear with lithium as counterion, is reversed from that of potassium.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.