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Volumn 45, Issue 45, 2004, Pages 8289-8293

Short nonbond and long C-C bond in naphthalene-1,8-diylbis(10- methylacridinium) and the corresponding hexaphenylethane derivative: A new electrochromic pair exhibiting dynamic redox properties

Author keywords

Interaction; Acridan; Acridinium; Carbocation; Hexaphenylethane; Long bond; peri Interaction; Short contact

Indexed keywords

ACRIDINE DERIVATIVE; NAPHTHALENE DERIVATIVE;

EID: 5144226970     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.09.071     Document Type: Article
Times cited : (39)

References (49)
  • 33
    • 5144223378 scopus 로고    scopus 로고
    • note
    • A small amount of abnormal 1:2 adduct, [4-(9-acridinyl)-9-(1-naphthyl) acridine], was also isolated, which would be produced via the intramolecular lithium transfer from the 8-position of naphthalene unit to the 4-position of acridine unit in the intermediate.
  • 35
    • 5144227381 scopus 로고    scopus 로고
    • note
    • -1
  • 36
    • 5144224174 scopus 로고    scopus 로고
    • note
    • -1.
  • 37
    • 5144231438 scopus 로고    scopus 로고
    • note
    • -1, T = 153 K. The final R value is 0.058 for 1238 independent reflections with I > 2σI and 217 parameters.
  • 38
  • 43
    • 5144225803 scopus 로고    scopus 로고
    • note
    • -1.
  • 44
    • 5144231259 scopus 로고    scopus 로고
    • note
    • 2+, which prevents the face-to-face overlap between the two cation units.
  • 45
    • 0035815123 scopus 로고    scopus 로고
    • Strong C-H acidity of the 9-methyl group directly bound to the 10-methylacridinium unit clearly shows that the considerable positive charge on the C9 of acridinium: H. Suzuki, and Y. Tanaka J. Org. Chem. 66 2001 2227
    • (2001) J. Org. Chem. , vol.66 , pp. 2227
    • Suzuki, H.1    Tanaka, Y.2
  • 47
    • 5144228216 scopus 로고    scopus 로고
    • note
    • Previously observed value in A [1.670(3) (Ref. 10a)] is slightly smaller than that in 1. Typical values for the dispiro-type HPEs with a 9,10-dihydrophenanthrene skeleton are in the range of 1.61-1.65 Å (Ref. 10a). On the other hand, several 1,1,2,2-tetraarylbenzocyclobutenes exhibit longer bond lengths (1.71-1.73 Å) than the present molecule (Ref. c,d,e,f)


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.