Communication
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Fig. 6 Top: g factor at 310 nm as a function of chain length. Bottom: The
hierarchical clustering dendrogram analysis based on the CDex changes.
determining the chirality and structure of the chiral analytes.
Indeed, the g factor changing model vs. chain length showed a
clear distinction for the different a-ammonium esters (Fig. 6, top).
The changing models are similar groups of analytes. For exam-
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group, ethyl esters of different a-alkyl-substituted ammonium
esters (G2, G8–G10, G14) form another similarity group, and
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cluster. These trends allowed for analyte classification via hier-
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In conclusion, we demonstrated that a library of P[5] derivatives,
which differ only in the length of the alkyl ether chains, showed
strong and diverse CD spectral responses by complexing with amino
acid derivatives, revealing a potential tool for sensing the handed-
ness and enantiopurity of chiral amines. The chain length on the
P[5] derivatives significantly changed the complexation behavior as
well as the resulting CD response. The diversity of CD responses and
the P[5] alkyl chain length-dependent trends with different chiral
amines provide a powerful library for the quantitative assignment of
the a-amino esters, thus opening a new venture for chiral and
structural discrimination with P[5] homologs.
We acknowledge the support of this work by the National
Natural Science Foundation of China (No. 21871194, 21971169,
21572142), National Key Research and Development Program of
China (No. 2017YFA0505903), Science & Technology Department
of Sichuan Province (2019YJ0160, 2019YJ0090, 2017SZ0021), Com-
prehensive Training Platform of Specialized Laboratory, College of
Chemistry and Prof. Peng Wu of Analytical & Testing Center,
Sichuan University.
Conflicts of interest
There are no conflicts to declare.
Notes and references
1 (a) E. V. Anslyn, J. Org. Chem., 2007, 72, 687–699; (b) G. A. Hembury,
V. V. Borovkov and Y. Inoue, Chem. Rev., 2008, 108, 1–73; (c) Z. Chen, 7 For the details see ESI†.
164 | Chem. Commun., 2020, 56, 161--164
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