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Volumn 133, Issue 13, 2011, Pages 4930-4939

Formation of high-quality self-assembled monolayers of conjugated dithiols on gold: Base matters

Author keywords

[No Author keywords available]

Indexed keywords

CONJUGATED MOLECULES; DEPROTECTION; DEPROTECTION REACTION; DITHIOLS; ELECTRONICS APPLICATIONS; EQUILIBRIUM CONCENTRATION; EXPONENTIAL DECAYS; HIGH QUALITY; MOLECULAR JUNCTION; OLIGOPHENYLENES; OPTIMAL CONDITIONS; SAMS; SYSTEMATIC STUDY; TETRABUTYLAMMONIUM HYDROXIDES; THIOLATES; TRIETHYLAMINES;

EID: 79953872588     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja110358t     Document Type: Article
Times cited : (95)

References (75)
  • 10
    • 33645525133 scopus 로고    scopus 로고
    • In contrast to the results in refs 7 and 9, the formation of SAMs from diSAc-OPE3 without deprotection was reported to give the expected thickness
    • In contrast to the results in refs 7 and 9, the formation of SAMs from diSAc-OPE3 without deprotection was reported to give the expected thickness: Lau, K. H. A.; Huang, C.; Yakovlev, N.; Chen, Z. K.; OShea, S. J. Langmuir 2006, 22, 2968-2971
    • (2006) Langmuir , vol.22 , pp. 2968-2971
    • Lau, K.H.A.1    Huang, C.2    Yakovlev, N.3    Chen, Z.K.4    Oshea, S.J.5
  • 51
    • 79953856125 scopus 로고    scopus 로고
    • WinSpec 2.09, developed at Laboratoire Interdépartemental de Spectroscopie Electronique, Namur, Belgium
    • WinSpec 2.09, developed at Laboratoire Interdépartemental de Spectroscopie Electronique, Namur, Belgium.
  • 56
    • 79953880509 scopus 로고    scopus 로고
    • Impurities in the monolayer are the result of molecules becoming kinetically trapped, which can occur in either phase; that is, an impurity can be incorporated into the growing islands or interrupt the growth of an island by lying down. These impurities can be other molecules (e.g., S-Ar in a SAM of SAc-Ar-S) or molecules that are not incorporated correctly (e.g., upside-down)
    • Impurities in the monolayer are the result of molecules becoming kinetically trapped, which can occur in either phase; that is, an impurity can be incorporated into the growing islands or interrupt the growth of an island by lying down. These impurities can be other molecules (e.g., S-Ar in a SAM of SAc-Ar-S) or molecules that are not incorporated correctly (e.g., upside-down).
  • 57
    • 1442275442 scopus 로고    scopus 로고
    • SAc-OPE-SH molecules have been synthesized, but the mechanism is the same as SAc-OPE-SAc except that SH is cleaved faster than SAc by Au and is probably better in filling the defects of the SAM, see
    • SAc-OPE-SH molecules have been synthesized, but the mechanism is the same as SAc-OPE-SAc except that SH is cleaved faster than SAc by Au and is probably better in filling the defects of the SAM, see: Flatt, A. K.; Yao, Y.; Maya, F.; Tour, J. M. J. Org. Chem. 2004, 69, 1752-1755
    • (2004) J. Org. Chem. , vol.69 , pp. 1752-1755
    • Flatt, A.K.1    Yao, Y.2    Maya, F.3    Tour, J.M.4
  • 58
    • 5444222114 scopus 로고    scopus 로고
    • See the Supporting Information for a more detailed discussion on thiols
    • Niklewski, A.; Azzam, W.; Strunskus, T.; Fischer, R. A.; Wöll, C. Langmuir 2004, 20, 8620-8624. See the Supporting Information for a more detailed discussion on thiols
    • (2004) Langmuir , vol.20 , pp. 8620-8624
    • Niklewski, A.1    Azzam, W.2    Strunskus, T.3    Fischer, R.A.4    Wöll, C.5
  • 59
    • 79953873464 scopus 로고    scopus 로고
    • Although the resolution of this spectrum is low, we confirmed these assignments with a higher resolution spectrum; see Figure S8
    • Although the resolution of this spectrum is low, we confirmed these assignments with a higher resolution spectrum; see Figure S8.
  • 60
    • 79953901106 scopus 로고    scopus 로고
    • 1H NMR (∼5%)
    • 1H NMR (∼5%).
  • 61
    • 79953899568 scopus 로고    scopus 로고
    • The S-S distance of diS-OPE3 is 19.8 Å, corresponding to a maximum theoretical thickness of 24.9 Å for a SAM of AuS-OPE3-SAc and 22.1 Å for a SAM of AuS-OPE3-S
    • The S-S distance of diS-OPE3 is 19.8 Å, corresponding to a maximum theoretical thickness of 24.9 Å for a SAM of AuS-OPE3-SAc and 22.1 Å for a SAM of AuS-OPE3-S.
  • 67
    • 79953905390 scopus 로고    scopus 로고
    • Precipitate was formed in the solution of diSAc-OPE4 over time. To prevent this precipitate from contaminating the SAM, the samples were placed upside-down in solution (see Figure S10)
    • Precipitate was formed in the solution of diSAc-OPE4 over time. To prevent this precipitate from contaminating the SAM, the samples were placed upside-down in solution (see Figure S10).
  • 70
    • 79953845226 scopus 로고    scopus 로고
    • 3N was added to the solution of benzenedithiol in THF
    • 3N was added to the solution of benzenedithiol in THF.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.