ChemPhysChem
10.1002/cphc.201900917
ARTICLE
desymmetrized receptors were synthesized using
a
cross
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McMurry reaction and both receptors showed binding towards
, H
CH
3
CO
2
2
PO
4
and Cl , the strength of which could be
modulated by photoisomerization with 340 and 385 nm light.
Although the differences in binding affinity between the isomers
are moderate, our results demonstrate that modification of stiff-
stilbene with host and guest functionalities to control binding
affinity is viable. Further fine-tuning and modification of the
functional groups, for example by using stronger hydrogen bond
donors or suitable macrocycles, will lead to receptors with larger
differences in binding affinity between the photoaddressable
states in the future. Such receptors may be used, among others,
to control transmembrane transport by light.
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Acknowledgements
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Financial support from the Ministry of Education, Culture and
Science (Gravitation Program 024.001.035) and European
Research Council (Advanced Grant no. 694345 to B.L.F. and
Starting Grant no. 802830 to S.J.W.) is gratefully acknowledged.
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Keywords: molecular switches • photochromism • molecular
[
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[22] It should be noted that after the addition of more than three equivalents
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–to (Z)-2, two new broad signals slowly started to appear in the
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Information)
but,
unfortunately,
385
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induced
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photoisomerization was inhibited and eventually the compound
degraded (Figures S29-S30 in the Supporting Information).
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