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Acknowledgements
Tanmay Sarkar thanks the CSIR, New Delhi, India for a research
fellowship. Kumaresh Ghosh thanks DST and UGC, Government
of India for providing facilities in the department under FIST and
SAP programs, respectively.
Notes
1.
o
25
Compound 1: grey solid, Mp 263 C, ½aꢀD ¼ þ16.3
(c ¼ 0.344 g/100 ml, MeOH); 1H NMR (400 MHz, CDCl3
containing three drops of d6-DMSO): d 12.20 (brs, 2H), 8.30
(d, 2H, J ¼ 8 Hz), 8.13 (s, 1H), 7.61–7.58 (brs, 6H), 7.04–
6.91 (m, 4H), 5.34 (t, 2H, J ¼ 8 Hz), 4.01 (t, 2H, 4 Hz), 3.53–
3.50 (m, 2H), 2.41 (m, 2H), 1.86–1.60 (m, 2H), 1.40–1.30
(m, 8H), 1.07 (d, 6H, J ¼ 8 Hz), 0.95 (d, 6H, J ¼ 8 Hz), 0.88
(t, 3H, J ¼ 6.40 Hz); 13C (100 MH, d6-DMSO) d 165.7,
158.3, 154.6, 142.9, 135.5, 133.7, 121.7, 121.0, 119.2, 118.4,
116.1, 111.2, 67.9, 54.2, 33.3, 31.5, 31.1, 28.7, 28.6, 25.5,
22.0, 19.5, 19.2, 13.9; FT-IR: n cm21 (KBr): 3227, 2960,
2927, 1644, 1539, 1538; Mass (HRMS, TOF, MþS ESþ):
calcd, 636.3788 (Mþ); found, 637.3953 (M þ H) . Com-
pound 2: white solid, Mp 238oC; 1H NMR (400 MHz, CDCl3
containing three drops of d6-DMSO): d 12.30 (brs, 2H), 8.64
(brm, 2H), 8.06 (s, 1H), 7.63 (s, 2H), 7.54 (m, 4H), 7.71–7.18
(m, 4H), 4.85 (brd, 4H, J ¼ 4 Hz), 4.00 (t, 2H, J ¼ 4 Hz),
1.99–1.97 (m, 2H), 1.44–1.42 (m, 2H), 1.31–1.21 (m, 8H),
0.87 (m, 3H); 13C (100 MH, d6-DMSO): d 165.8, 158.0,
152.1, 142, 135.4, 128.0, 121.4 (two carbons unresolved),
119.0, 116.1, 114.0, 111.0, 67.9, 44.0, 37.8, 31.1, 28.6 (two
carbons unresolved), 25.4, 22.0, 13.9; FT-IR: n cm21 (KBr):
3230, 2924, 2854, 1644, 1590, 1553; Mass (HRMS, TOF, MS
ESþ): calcd, 552.285 (Mþ); found, 553.3084 (M þ H)þ.
Fluorescence enhancement factor (Z) was calculated based
on the equation Z ¼ (F/F0) [(V0 þ V)/V0], where F is the
observed fluorescence, F0 is the fluorescence of sample
before guest addition, V0 is the volume before addition of
guest and V is the volume after addition of guest.
2.
3.
4.
MM3 calculation was performed using PC model, Serena
Software, version 9.200.
In the experiment we were unable to dissolve the receptor 1 in
aq. CH3CN and thus we had to proceed by considering aq.
DMSO (DMSO:H2O ¼ 4:1, v/v).
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