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Volumn , Issue 20, 2001, Pages 3933-3943

Structure of 1-(arylselanyl)naphthalenes - Y dependence in 1-(p-YC6H4SE)C10H7

Author keywords

Biaryl compounds; Selenium; Substituent effects; Through bond interactions

Indexed keywords

1 (SELANYL)NAPHTHALENE DERIVATIVE; 1,8 BIS(CHALCOGENO)NAPHTHALENE DERIVATIVE; BENZENE DERIVATIVE; CARBON; CHLOROFORM; NAPHTHALENE DERIVATIVE; SELENIUM DERIVATIVE; SOLVENT; UNCLASSIFIED DRUG;

EID: 0034780590     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/1099-0690(200110)2001:20<3933::AID-EJOC3933>3.0.CO;2-L     Document Type: Article
Times cited : (53)

References (88)
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    • note
    • The type B structure is established for all members of 8 and 9. We called the change in the structures of 1d-1g from type A to type B in 8d-8g and 9d-9g as G dependence. In such cases, the plot of δ(Se) of 9 versus those of 8 gave an excellent correlation [Equation (a)]. However, the plot of δ(Se) of 1 versus those of 8 must be analyzed as two correlations [Equations (b) and (c)], which strongly suggests that the structure for g(m) is different from that for g(n) in 1. δ(Se) of 9 = 0.898 × δ(Se) of 8 + 40.14 r = 0.999 (n = 7) (a) δ(Se) of 1 = 0.463 × δ(Se) of 8 + 147.95 r = 0.994 for g(m) (b) δ(Se) of 1 = 0.941 × δ(Se) of 8 - 68.02 r = 0.999 for g(n) (c)
  • 56
    • 0002967108 scopus 로고    scopus 로고
    • note
    • [4f]
  • 57
    • 33847576187 scopus 로고    scopus 로고
    • note
    • [15b] Although the plot of δ(Se) of 2 versus those of 1 gives a rather poor correlation, as shown in Equation (d), the correlation becomes excellent if the points corresponding to Y = OMe and Me are omitted [Equation (e)].
  • 58
    • 33847600229 scopus 로고    scopus 로고
    • note
    • [4f] δ(Se) of 1 = 0.686 × δ(Se) of 2 + 71.6 r = 0.979 (n = 7) (d) δ(Se) of 1 = 0.825 × δ(Se) of 2 + 11.1 r = 0.999 (n = 5) (e)
  • 61
    • 33847598339 scopus 로고    scopus 로고
    • note
    • [17a] The effect is accelerated by the buttressing effect of the phenyl ring without the Se atom in the naphthalene ring if 1 is compared with 10.
  • 67
    • 33847576365 scopus 로고    scopus 로고
    • note
    • 5Y - 82.3 r = 0.995 (f)
  • 68
    • 33847604141 scopus 로고    scopus 로고
    • note
    • The correlations for the plots of δ(2-H) and δ(8-H) versus δ(Se) in 1 classified by g(m) and g(n) are as follows. δ(2-H) of 1 = 0.0364 × δ(Se) of 1 - 5.357 r = 0.944 for g(m) (g) δ(2-H) of 1 = 0.0057 × δ(Se) of 1 + 5.739 r = 0.958 for g(n) (h) δ(8-H) of 1 = 0.0081 × δ(Se) of 1 + 5.420 r = 0.933 for g(m) (i) δ(8-H) of 1 = -0.0023 × δ(Se) of 1 + 9.114 r = 0.981 for g(n) (j)
  • 72
    • 84949963475 scopus 로고    scopus 로고
    • Wiley-VCH, New York
    • A good correlation between the EA and ε(LUMO) at the DFT level is suggested: Chemical Hardness (Ed.: R. G. Pearson), Wiley-VCH, New York, 1997, p. 38.
    • (1997) Chemical Hardness , pp. 38
    • Pearson, R.G.1
  • 73
    • 33847603785 scopus 로고    scopus 로고
    • note
    • [20] and its ε(LUMO) and ε(LUMO+1) are evaluated to be -0.75 and -2.02 eV, respectively, by the same method. If the data of anthracene are added to the plot, the EA of naphthalene is estimated to be -0.185 eV. The estimated value becomes -0.065 eV if only the data of benzene, naphthalene, and anthracene are used.
  • 76
    • 33847593882 scopus 로고    scopus 로고
    • note
    • The type A-type B pairing is equal to the type I-type II pairing, which is stabilized through the electron donor-acceptor interaction. The type C structure around the two chalcogen atoms must be equal to the type III pairing, of which 0 values at both sites should be almost the same.
  • 77
    • 33847596154 scopus 로고    scopus 로고
    • note
    • [20] that of ethane would be substantially smaller than this value. The results show that the ability of a C-H bond as a donor and an acceptor must be very small.
  • 80
    • 33847577392 scopus 로고    scopus 로고
    • note
    • 2 symmetry in the selenol.
  • 81
    • 0003037303 scopus 로고    scopus 로고
    • note
    • -1).
  • 83
    • 33847574417 scopus 로고    scopus 로고
    • unpublished results. (Chemical Equation Presented)
    • 2 symmetry than the calculated one. W. Nakanishi, S. Hayashi, unpublished results. (Chemical Equation Presented)
    • Nakanishi, W.1    Hayashi, S.2
  • 84
    • 33847587929 scopus 로고    scopus 로고
    • note
    • 2) in solutions than those predicted by the MO calculations given in Table 8.
  • 85
    • 33847585307 scopus 로고    scopus 로고
    • note
    • We should comment on the type B structure of 7b. One might realize that the type B structure of 7b needs no assistance of F at the 8-position, since the structure of 1b is also demonstrated to be type B. Details will be reported in a forthcoming paper.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.