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Volumn 7, Issue 3, 2005, Pages 443-446

Synthesis and self-assembly of functionalized donor-σ-acceptor molecules

Author keywords

[No Author keywords available]

Indexed keywords

ADAMANTANE DERIVATIVE; KETONE DERIVATIVE; METHYL GROUP;

EID: 13844298258     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol047597y     Document Type: Article
Times cited : (44)

References (52)
  • 8
  • 30
    • 13844263498 scopus 로고
    • (b) Risch, N. Chem. Ber. 1985, 118, 4073-4085.
    • (1985) Chem. Ber. , vol.118 , pp. 4073-4085
    • Risch, N.1
  • 31
    • 84918666161 scopus 로고
    • (c) Risch, N. Chem. Ber. 1985, 118, 4849-4856.
    • (1985) Chem. Ber. , vol.118 , pp. 4849-4856
    • Risch, N.1
  • 35
    • 13844252617 scopus 로고    scopus 로고
    • note
    • a values for the protonated 3,5,7-trimethyl-1-aza- adamantanetrione, -dione, and -one are 0.3 (3:1 water/dioxane), 3.5, and 7.14, respectively (ref 14f).
  • 36
    • 13844291782 scopus 로고    scopus 로고
    • note
    • For example, treatment of 3,5,7-tripropyl-1-aza-adamantanetrione 11 (vide infra) with methyl iodide, hydrogen peroxide, or m-CPBA gives no reaction at the bridgehead nitrogen.
  • 40
    • 13844293344 scopus 로고    scopus 로고
    • note
    • 2 = 2.60 ppm; this value increases through the monoketone (2.88-3.03), diketone (2.75-3.45), and triketone (3.41) indicative of enhanced through-bond effects (data taken from ref 14).
  • 44
    • 13844251184 scopus 로고    scopus 로고
    • note
    • 2 bond angle of 120°.
  • 47
    • 13844288495 scopus 로고    scopus 로고
    • note
    • DSC analysis of the monomer reveals a sharp endothermic transition upon first heating (297.1°C) and sharp exotherm upon cooling (222.5°C). Likewise, preliminary powder X-ray diffraction studies show a series of low angle diffraction peaks that are not readily indexed.
  • 48
    • 13844293345 scopus 로고    scopus 로고
    • note
    • 3 GB/SA solvation model. The structures were further minimized at the ab initio (HF/3-21G*) level using Gaussian 98 (Revision A.7, Gaussian, Inc.: Wallingford, CT, 2004). Details and references are provided in the Supporting Information.
  • 49
    • 13844265063 scopus 로고    scopus 로고
    • note
    • s-symmetric "all-arms-up" conformers bearing one disparate arm with φ ∼ -45° and ψ ∼ -90°.
  • 51
    • 13844268396 scopus 로고    scopus 로고
    • note
    • 2Ar regions.
  • 52


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.