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Volumn 137, Issue 22, 2015, Pages 7015-7018

Self-Assembly of Nanometer-Sized Boroxine Cages from Diboronic Acids

Author keywords

[No Author keywords available]

Indexed keywords

SYNTHESIS (CHEMICAL);

EID: 84935883934     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/jacs.5b02716     Document Type: Article
Times cited : (88)

References (51)
  • 32
    • 84935879137 scopus 로고    scopus 로고
    • note
    • These angles were calculated from the optimized structure by molecular mechanics calculations (MMFF) using Spartan. In the calculations, long alkyl chains were replaced by methyl groups.
  • 33
    • 84935885874 scopus 로고    scopus 로고
    • note
    • Diboronic acids are known to exist as mixtures of acid and anhydride forms in the solid state. Also see ref 1c.
  • 35
    • 84935849027 scopus 로고    scopus 로고
    • note
    • Similar upfield shifts of the 11B NMR signals were observed for 6-mer and 12-mer, where the phenylboroxine moieties are not planar in the modeling study. Ligation to boron by a base such as water was not clearly observed in the NMR spectrum.
  • 36
    • 84935850149 scopus 로고    scopus 로고
    • note
    • The volumes of 6-mer and 12-mer were estimated from the inside octahedron with an edge length of 16.0 Å or cuboctahedron with an edge length of 12.3 Å, respectively. For a size comparison of the largest class of covalent organic cages, see the Supporting Information.
  • 37
    • 84935869004 scopus 로고    scopus 로고
    • note
    • Diboronic acids S1 and S2 have a bond angle of ca. 120 between the two C-B bonds but different dihedral angles between the boronic acid-bound phenyl ring and the central benzene ring. While S1 did not give any discrete boroxine, S2, which has a larger dihedral angle, gave a discrete boroxine partially. See the Supporting Information for details.
  • 47
    • 84935878345 scopus 로고    scopus 로고
    • note
    • 3-mer, 6-mer, and 12-mer, which have the same alkyl chains (R = C14H29), were used for the comparison of the relative sizes. 6-mer (R = C14H29) was prepared in the same manner as 6-mer (R = C6H13), whose structure was determined by single-crystal X-ray diffraction. See the Supporting Information for details.
  • 48
    • 84935844893 scopus 로고    scopus 로고
    • note
    • It is not clear whether a boroxine or a window faces the Au surface. However, because of the high symmetry of the boroxine cages, the height profiles among boroxine cages could be compared.
  • 49
    • 84935872346 scopus 로고    scopus 로고
    • note
    • The apparent lateral sizes extracted from the STM images are overestimated because of the tip convolution effect, in which the tip shape is convoluted into the STM images.(25) On the other hand, the reduced apparent height of the boroxine cages with respect to the physical height can be ascribed to tip-induced deformation for the series of boroxine-based architectures during STM imaging. For further details, see the Supporting Information.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.