메뉴 건너뛰기




Volumn 17, Issue 18, 2011, Pages 5193-5203

Controlled supramolecular oligomerization of C3-symmetrical molecules in water: The impact of hydrophobic shielding

Author keywords

aggregation; hydrogen bonds; oligomerization; supramolecular chemistry

Indexed keywords

CIRCULAR DICHROISM SPECTROSCOPY; DICHROISM; HIGH RESOLUTION TRANSMISSION ELECTRON MICROSCOPY; HYDROGEN BONDS; HYDROPHOBICITY; MOLECULES; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; OLIGOMERIZATION; OLIGOMERS; SELF ASSEMBLY; SHIELDING; SUPRAMOLECULAR CHEMISTRY; TRANSMISSION ELECTRON MICROSCOPY; ULTRAVIOLET VISIBLE SPECTROSCOPY;

EID: 79954589766     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201002976     Document Type: Article
Times cited : (53)

References (96)
  • 2
    • 34250899195 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2007, 46, 2366-2393.
    • (2007) Angew. Chem. Int. Ed. , vol.46 , pp. 2366-2393
  • 8
    • 36148939134 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2007, 46, 8334-8340.
    • (2007) Angew. Chem. Int. Ed. , vol.46 , pp. 8334-8340
  • 31
    • 4544280104 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2004, 43, 1663-1667.
    • (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 1663-1667
  • 53
    • 49549158048 scopus 로고
    • B. L. Gupta, Talanta 1974, 21, 683-684.
    • (1974) Talanta , vol.21 , pp. 683-684
    • Gupta, B.L.1
  • 75
    • 4043058645 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2004, 43, 1718-1721.
    • (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 1718-1721
  • 80
    • 33646181737 scopus 로고    scopus 로고
    • in, 2 nd ed. (Ed.: A. Ciferri), Taylor & Francis, London
    • P. Van der Schoot, in Supramolecular polymers, 2 nd ed., (Ed.: A. Ciferri,), Taylor & Francis, London, 2005, pp. 77-106.
    • (2005) Supramolecular Polymers , pp. 77-106
    • Schoot, P.V.D.1
  • 86
    • 79954609963 scopus 로고    scopus 로고
    • The assignment of the three different NH signals was confirmed by a 2D gCOSY experiment
    • The assignment of the three different NH signals was confirmed by a 2D gCOSY experiment.
  • 87
    • 79954595466 scopus 로고    scopus 로고
    • note
    • Upon addition of DMSO the central BTA aromatic protons shift downfield, but to a lesser extent than expected. We hypothesise that this can be explained by two competing processes that contribute to the chemical shift of these protons. The first one is the aromatic ring current effect. Stacking of the aromatic groups would result in an upfield shift of the aromatic proton due to shielding effects and the addition of DMSO would thereby result in a downfield shift. The second contribution arises from the anisotropic carbonyl ring-current effect due to changes in the angle of the amide group upon stacking. The carbonyl group of a BTA at position X in the stack points to the aromatic proton of BTA at position X+1. That proton therefore lies in the deshielding cone of the carbonyl group, which would result in a downfield shift upon formation of the aggregate and hence an upfield shift upon addition of DMSO. The peripheral aromatic protons indeed show a more pronounced downfield shift upon deaggregation than the central BTA aromatic protons.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.