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Volumn 132, Issue 4, 2010, Pages 1410-1423

Large all-hydrocarbon spoked wheels of high symmetry: Modular synthesis, photophysical properties, and surface assembly

Author keywords

[No Author keywords available]

Indexed keywords

ALKYL CHAIN; ATOMIC FORCE MICROSCOPES; CRYSTALLINE LAYERS; FLUORESCENCE LIFETIMES; GPC ANALYSIS; HIGH SOLUBILITY; HIGH SYMMETRY; HIGH TEMPERATURE; INTRAMOLECULAR ENERGY TRANSFER; MALDI-MS; MODEL COMPOUND; MODULAR SYNTHESIS; MOLECULAR PLANES; PHOTOPHYSICAL MEASUREMENTS; PHOTOPHYSICAL PROPERTIES; SCANNING TUNNELING MICROSCOPES; SIDE CHAINS; SOLID/LIQUID INTERFACES; SURFACE ASSEMBLIES; TIME RESOLVED MEASUREMENT;

EID: 75749092927     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja909229y     Document Type: Article
Times cited : (50)

References (72)
  • 19
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    • (1994) Nature , vol.369 , pp. 199-207
    • Diederich, F.1
  • 33
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    • Jenkins, A. D.; Kratochv́?l, P.; Stepto, R. F. T.; Suter, U. W. Pure Appl. Chem. 1996, 68, 2287-2311.
  • 36
    • 75749149832 scopus 로고    scopus 로고
    • The several-fold Suzuki coupling steps could not be optimized further than 90% conversion per bond (52% in total).
    • The several-fold Suzuki coupling steps could not be optimized further than 90% conversion per bond (52% in total).
  • 39
    • 75749088085 scopus 로고    scopus 로고
    • The time-consuming three-step extension of the spokes in the previous synthesis toward prototype 2 strongly demanded optimization.
    • The time-consuming three-step extension of the spokes in the previous synthesis toward prototype 2 strongly demanded optimization.
  • 43
    • 75749139415 scopus 로고    scopus 로고
    • In the previous synthesis, the tedious product separation from side products and starting material with similar polarity further decreased the yields of most steps
    • In the previous synthesis, the tedious product separation from side products and starting material with similar polarity further decreased the yields of most steps.
  • 47
    • 75749142374 scopus 로고    scopus 로고
    • The 2-fold Suzuki reaction in the previous synthesis demanded more laborious conditions as well as a more difficult chromatographic purification and afforded lower yields.
    • The 2-fold Suzuki reaction in the previous synthesis demanded more laborious conditions as well as a more difficult chromatographic purification and afforded lower yields.
  • 50
    • 75749123964 scopus 로고    scopus 로고
    • Note that 78% in a 6-fold reaction corresponds to 96% in each of the six coupling reactions per molecule
    • Note that 78% in a 6-fold reaction corresponds to 96% in each of the six coupling reactions per molecule.
  • 51
    • 75749126642 scopus 로고    scopus 로고
    • Those conditions were not applied for the synthesis of 11b.
    • Those conditions were not applied for the synthesis of 11b.
  • 53
    • 75749153358 scopus 로고    scopus 로고
    • 2(dppe)] was only tried once. The HT 1H NMR spectrum of the GPC-separated main fraction showed a minor singlet peak at δ ) 3.34 ppm, possibly a hint at an incomplete terminal acetylene conversion during the cyclization reaction.
    • 2(dppe)] was only tried once. The HT 1H NMR spectrum of the GPC-separated main fraction showed a minor singlet peak at δ ) 3.34 ppm, possibly a hint at an incomplete terminal acetylene conversion during the cyclization reaction.
  • 55
    • 75749135758 scopus 로고    scopus 로고
    • A similar behavior is also observed for the prototype spoked wheel 2.
    • A similar behavior is also observed for the prototype spoked wheel 2.
  • 59
    • 75749145939 scopus 로고    scopus 로고
    • The decrease in fluorescence lifetime with increasing conjugation length is caused by several effects: (1) highly efficient intramolecular energy transfer, 2) reduced vibronic coupling, 3) increased oscillator strength, and (4) singlet state trapping defects
    • The decrease in fluorescence lifetime with increasing conjugation length is caused by several effects: (1) highly efficient intramolecular energy transfer, (2) reduced vibronic coupling, (3) increased oscillator strength, and (4) singlet state trapping defects.
  • 70
    • 75749088991 scopus 로고    scopus 로고
    • In the constant current mode, the dark-white contrast refers to the STM tip height: the brighter it is, the larger is the tip-substrate separation
    • In the constant current mode, the dark-white contrast refers to the STM tip height: the brighter it is, the larger is the tip-substrate separation.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.