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(m, 1H, ArH), 6.75 (d, J¼8.1 Hz, 1H, ArH), 6.58 (d, J¼7.5 Hz, 1H, ArH),
4.65 (s, 1H, CH), 3.88 (s, 3H, OCH3), 2.61 (q, J¼17.4 Hz, 2H, CH2), 2.36
(s, 2H, CH2), 2.32 (s, 2H, CH2), 1.96 (q, J¼4.2 Hz, 2H, CH2), 1.02 (s, 6H,
2CH3), 0.99 (s, 6H, 2CH3). 13C NMR (75 MHz, CDCl3):
d 195.3, 162.9,
140.4, 135.7, 128.3, 128.1, 114.9, 55.1, 50.2, 41.1, 32.6, 31.6, 29.3, 27.1.
EIMS (m/z): 396 (Mþ). Anal. Calcd for C24H28O5: C, 72.70; H, 7.12.
Found: C, 72.74; H, 7.69.
5.2.7. 9-(2-Thienyl)-3,3,6,6-tetramethyl-1,2,3,4,5,6,7,8-octahydrox-
10. Ahmad, M.; King, T. A.; Ko, D.-K.; Cha, B. H.; Lee, J. J. Phys. D: Appl. Phys. 2002, 35,
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anthene-1,8-dione (4w). White solid, Mp 161e162 ꢀC. IR (KBr):
2956, 2895, 1658, 1622, 1496, 1199 cmꢂ1 1H NMR (300 MHz,
.
12. (a) Hatakeyma, S.; Ochi, N.; Numata, H.; Takano, S. J. Chem. Soc., Chem. Commun.
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(b) Shen, Y.-B.; Wang, G.-W. ARKIVOC 2008, xvi, 1e8; (c) Khosropour, A. R.;
Khodaei, M. M.; Moghannian, H. Synlett 2005, 955e958.
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mun. 2007, 8, 535e538; (b) Kantevari, S.; Bantu, R.; Nagarapu, L. J. Mol. Catal. A:
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CDC13):
d
7.01 (d, J¼4.8 Hz, 1H, ArH), 6.96 (d, J¼3.3 Hz, 1H, ArH),
6.83e6.81 (m, 1H, ArH), 5.14 (s, 1H, CH), 2.45 (s, 4H, 2CH2), 2.26 (s,
4H, 2CH2), 1.11 (s, 6H, 2CH3), 1.05 (s, 6H, 2CH3). 13C NMR (75 MHz,
CDCl3):
d 196.1, 162.6, 148.0, 126.6, 125.2, 123.3, 115.2, 50.7, 40.8,
32.0, 29.2, 27.3, 26.3. EIMS (m/z): 356 (Mþ). Anal Calcd for
C21H24O3S: C, 70.78; H, 6.74. Found: C, 70.68; H, 6.63.
5.2.8. 9-Isopropyl-3,3,6,6-tetramethyl-1,2,3,4,5,6,7,8-octahydrox-
anthene-1,8-dione (4x). White solid. Mp 146e147 ꢀC. IR (KBr):
2950, 1690, 1645, 1612, 1460, 1370, 1210, 1145, 1022, 844 cmꢂ1. 1H
NMR (300 MHz, CDCl3):
d
3.81 (d, J¼3.0 Hz, 1H, CH) 2.41e2.27 (m,
8H, 4CH2), 1.84e1.79 (m, 1H, CH), 1.13 (s, 6H, 2CH3), 1.11 (s, 6H,
2CH3), 0.75 (d, J¼6.9 Hz, 6H, 2CH3). 13C NMR (75 MHz, CDCl3):
d
198.9, 160.1, 113.5, 51.4, 44.1, 31.50, 30.2, 26.9, 25.6, 21.1, 15.8. EIMS
(m/z): 316 (Mþ). Anal. Calcd for C20H28O3: C, 75.91; H, 8.92. Found:
17. (a) Das, B.; Thirupathi, P.; Mahender, I.; Reddy, V. S.; Rao, Y. K. J. Mol. Catal. A:
Chem. 2006, 247, 233e239; (b) Seyyedhamzeh, M.; Mirzaei, P.; Bazgir, A. Dyes
Pigm. 2008, 76, 836e839; (c) Karade, H. N.; Sathe, M.; Kaushik, M. P. ARKIVOC
2007, xiii, 252e258; (d) Shakibaei, G. I.; Mirzaei, P.; Bazgir, A. Appl. Catal., A
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C, 75.74; H, 8.72.
Acknowledgements
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1719e1723.
This work was carried out under financial support from Council
of Scientific and Industrial Research (Grant 01(2260)/08/EMR-II)
and Department of Science and Technology (Grant SR/S1/OC-66/
2009), New Delhi. G. K. V. is thankful to University Grants Com-
mission (UGC), New Delhi for junior research fellowship. R.K.V. and
P.D. are grateful to Council of Scientific and Industrial Research
(CSIR), New Delhi for senior research fellowships. Generous help
from Dr. Arvind Misra and Dr. Satyen Saha regarding optical studies
is gratefully acknowledged.
References and notes
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