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PleaseRd So Cn oA t da vd aj un s ct ems argins
DOI: 10.1039/C5RA24857D
Journal Name
ARTICLE
We sincerely thank UGC (41-235/2012) and DST (No. SR/FT/CS-
54/2012), New Delhi, India for financial support and the
Table 5. The energy (kcal/mol) calculated using B3LYP and MPW1PW91 methods.
0
Director, USIC-University of Delhi, India for instrumental
facilities. We thank Mr. Mohd. Shoaib for recording the single
crystal X-ray data. We are also thankful for Principal (Dr.
Valson Thampu), St. Stephen’s College for providing the
necessary infrastructure.
B3LYP/6ꢀ MPW1PW91/6ꢀ
B3LYP/6ꢀ
31G(d)
MPW1PW91/6ꢀ
31G(d)
3
1G(d)
31G(d)
Total Energy
Relative energy
1
1
ꢀClosedꢀ
Cu
ꢀ1025401
ꢀ1025224
ꢀ1025407
ꢀ1025236
ꢀ1025209
ꢀ1025033
ꢀ1025207
ꢀ1025039
0
0
0
ꢀClosedꢀ
HꢀCu
0
[a]
TCꢀCu
ꢀ
2.01191
Notes and references
[
a]
b
5
.594981
b
TCꢀHꢀCu
ꢀ11.05559
ꢀ5.398521
1
2
.
.
S. L. Veber, M. V. Fedin, K. Y. Maryunina, K. N. Boldyrev, M. A.
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N. Kulipanov and R. Z. Sagdeev, J. Phys. Chem. A, 2013, 117,
[a] Relative E=1-closed-Cu – TC-Cu. [b]. Relative E= 1-Closed-H-Cu – TC-H-Cu
1
483-1491.
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Figure 17. The most stable geometries obtained using DFT/B3LYP-LanL2DZ/6-31G(d)
method for the copper ion complex of receptor 1.
1
1
1
3. H. Dürr and H. Bouas-Laurent, Photochromism: Molecules and
Systems: Molecules and Systems, Gulf Professional Publishing,
Conclusions
2
003.
In summary, we have designed
photoswitch for Cu ion detection. The molecule exhibited high
a
simple naphthopyran
2
+
14. B. Van Gemert, in Organic photochromic and thermochromic
compounds, Springer, 2002, pp. 111-140.
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2+
selectivity towards Cu ions in comparison to other heavy metal
ions. The open form of the isomers was proved to possess
significantly high affinity for copper ions in comparison to the
closed form. The theoretical studies confirmed the experimental
observation by indicating the high affinity of the open form
1
1
1
4
towards copper ions. A 3.25 × 10 fold difference in binding affinity
towards copper ions between the closed and the open form of the
2
009, 4369-4371.
1
1
8. J. Zhang, J. Wang and H. Tian, Mater. Horiz., 2014, 1, 169-184.
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receptor
1 was observed in aqueous methanol solution.
Therefore, the experimental observations unambiguously
confirmed that the receptor 1 can act as a photoswitch for copper
ions. The study may pave the way for mimicking heavy metal
recognition for future generation.
1
704.
2
0. A. V. Chernyshev, N. A. Voloshin, A. V. Metelitsa, V. V.
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1. X. Xie and E. Bakker, ACS Appl. Mater. Interfaces, 2014, 6,
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Acknowledgements
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Anal. Chem., 2014, 86, 3268-3272.
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