메뉴 건너뛰기




Volumn 131, Issue 48, 2009, Pages 17583-17590

2D networks of rhombic-shaped fused dehydrobenzo[12]annulenes: Structural variations under concentration control

Author keywords

[No Author keywords available]

Indexed keywords

ALKYL-CHAIN; ANNULENES; CO-ADSORPTION; CONCENTRATION CONTROL; GENERAL TOOLS; GRAPHITE INTERFACES; HEXAGONAL PORES; INTERMOLECULAR INTERACTIONS; LIQUID-SOLID INTERFACES; MOLECULAR DENSITY; NETWORK STRUCTURES; POROUS NETWORKS; POROUS STRUCTURES; SOLUTE CONCENTRATIONS; SOLVENT MOLECULES; STRUCTURAL VARIATIONS; SURFACE COVERAGES; TRICHLOROBENZENE;

EID: 72249086580     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja904481j     Document Type: Article
Times cited : (118)

References (118)
  • 32
    • 0036099443 scopus 로고    scopus 로고
    • There are a number of reports about the formation of 2D molecular networks through hydrogen bonding as connectivity. See, for example: (a)
    • There are a number of reports about the formation of 2D molecular networks through hydrogen bonding as connectivity. See, for example: (a) Griessl, S.; Lackinger, M.; Edelwirth, M.; Hietschold, M.; Heckl, W. M. Single Mol. 2002, 3, 25-31.
    • (2002) Single Mol. , vol.3 , pp. 25-31
    • Griessl, S.1    Lackinger, M.2    Edelwirth, M.3    Hietschold, M.4    Heckl, W.M.5
  • 94
    • 67650566357 scopus 로고    scopus 로고
    • Recently, Matzger et al. reported the formation of 2D rhomnic pores by alkoxyformamide in which alkyl groups are interdigitated in a [2 + 1] form
    • Recently, Matzger et al. reported the formation of 2D rhomnic pores by alkoxyformamide in which alkyl groups are interdigitated in a [2 + 1] form. Ahn, S.; Morrison, C. N.; Matzger, A. J. J. Am. Chem. Soc. 2009, 131, 7946-7947.
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 7946-7947
    • Ahn, S.1    Morrison, C.N.2    Matzger, A.J.3
  • 96
    • 72249102579 scopus 로고    scopus 로고
    • note
    • The porous B structure was observed for bisDBA 1a as the kinetic phase within 10 min after sample preparation. See also ref 12b in which it is referred to as the linear A structure. For bisDBA 1b, it appears as the stable phase under our experimental conditions.
  • 97
    • 0035801403 scopus 로고    scopus 로고
    • There are few reports on the network consisting of racemates from both chiral (racemic) and prochiral molecules. (a)
    • There are few reports on the network consisting of racemates from both chiral (racemic) and prochiral molecules. (a) De Feyter, S.; Gesquière, A.; Wurst, K.; Amabilino, D. B.; Veciana, J.; De Schryver, F. C. Angew. Chem., Int. Ed. 2001, 40, 3217-3220.
    • (2001) Angew. Chem., Int. Ed. , vol.40 , pp. 3217-3220
    • De Feyter, S.1    Gesquière, A.2    Wurst, K.3    Amabilino, D.B.4    Veciana, J.5    De Schryver, F.C.6
  • 100
    • 33748232981 scopus 로고    scopus 로고
    • There are a number of reports on the formation of homochiral lattice on the surface from chiral as well as prochiral molecules. See, for example: (a)
    • There are a number of reports on the formation of homochiral lattice on the surface from chiral as well as prochiral molecules. See, for example: (a) Stevens, F.; Dyer, D. J.; Walba, D. M. Angew. Chem., Int. Ed. 1996, 35, 900-901.
    • (1996) Angew. Chem., Int. Ed. , vol.35 , pp. 900-901
    • Stevens, F.1    Dyer, D.J.2    Walba, D.M.3
  • 108
    • 72249104041 scopus 로고    scopus 로고
    • note
    • Similar alkyl-chain length dependency was observed in the formation of porous versus nonporous 2D molecular networks of alkoxyformamides: See, ref 34.
  • 109
    • 72249100602 scopus 로고    scopus 로고
    • note
    • In our attempt to apply a thermodynamic model to evaluate the concentration-dependent polymorph appearance of the bisDBAs; however, we were confronted with difficulties: for example, in the case of 1b, the high sensitivity of the network coverage to the solute concentration (i.e. rapid morphology change within a narrow concentration range) together with the large errors in the surface coverage hamper application of the quantitative treatment (Supporting Information). Furthermore, in the cases of 1c and 1d, the situation is more complicated because of the coexistence of more than two polymorphs.
  • 110
    • 72249100835 scopus 로고    scopus 로고
    • note
    • The details of the molecular mechanics simulations (MM3) are described in the Supporting Information.
  • 111
    • 72249112346 scopus 로고    scopus 로고
    • EpiCalc was downloaded on the Ward's group web site
    • EpiCalc was downloaded on the Ward's group web site (http://www.nyu.edu/ fas/dept/chemistry/wardgroup/Software.html).
  • 112
    • 72249114921 scopus 로고    scopus 로고
    • note
    • A similar observation has been reported: See, ref 19f.
  • 117
    • 72249112171 scopus 로고    scopus 로고
    • note
    • It has been well-known that chorine exhibits weak Cl-H hydrogen bonding (the distance ranges from 0.26 to 0.29 nm). Thus, we performed MP2/6-31g* optimization of a hexamer of TCB as the simplest case under vacuum. By comparison with six free TCB molecules, the sum of intermolecular interactions was estimated to be -2.48 kcal/mol. This indicates that by weak hydrogen bonding interactions TCB clusters are stabilized.
  • 118
    • 72249085805 scopus 로고    scopus 로고
    • note
    • Control experiments for bisDBA 1d at the 1-phenyloctane/graphite interface at dilute conditions (1.5 × 10-6 M) or at dry conditions by the evaporation of TCB (1.3 × 10-16 M) resulted in the formation of the porous B and nonporous E structures or nonporous D structure, indicating the role of TCB coadsorption (also Figure S17 of the Supporting Information).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.