A Keplerate-type giant nanoporous isopolyoxomolybdate
CH2), 5.08 (s, 1H, CH), 7.15 (br., 1H, NH), 7.19 (d, J = 8.4 Hz, 2H, arom-H), 7.31
(d, J = 8.4 Hz, 2H, arom-H); FT-IR (KBr disc): t 3,175, 3,058, 2,956, 1,650, 1,609,
1,490, 1,366, 1,222, 1,154, 1,091, 844.
9-(3-Hydroxyphenyl)-3,3,6,6-tetramethyl-1,8-dioxodecahydroacridine (6e) Yield,
1
93 %; mp, 301–303 °C (Lit. [52] [300); H NMR (400 MHz, DMSO-d6, dppm):
0.89 (s, 6H, 2CH3), 1.01 (s, 6H, 2CH3), 1.99 (d, J = 16.0 Hz, 2H, CH2), 2.16 (d,
J = 16.0 Hz, 2H, CH2), 2.31 (d, J = 16.8 Hz, 2H, CH2), 2.43 (d, J = 16.8 Hz, 2H,
CH2), 4.73 (s, 1H, CH), 6.42 (d, J = 7.6 Hz, 1H, arom-H), 6.56 (d, J = 7.2 Hz, 1H,
arom-H), 6.62 (s, 1H, arom-H), 6.91 (t, J = 7.6 Hz, 1H, arom-H), 9.03 (s br., 1H, NH
or OH), 9.24 (s br., 1H, NH or OH); FT-IR (KBr disc): t 3,414, 3,337, 3,058, 2,957,
1,646, 1,627, 1,596, 1,477, 1,453, 1,363, 1,257, 1,217, 1,144.
9-(4-Hydroxyphenyl)-3,3,6,6-tetramethyl-1,8-dioxodecahydroacridine (6f) Yield,
91 %; mp, 275–277 °C (Lit. [52] 271–274); 1H NMR (400 MHz, DMSO-d6,
dppm): 0.85 (s, 6H, 2CH3), 0.99 (s, 6H, 2CH3), 1.96 (d, J = 16.1 Hz, 2H, CH2),
2.14 (d, J = 16.1 Hz, 2H, CH2), 2.29 (d, J = 17.0 Hz, 2H, CH2), 2.41 (d,
J = 17.0 Hz, 2H, CH2), 4.68 (s, 1H, CH), 6.51 (d, J = 8.4 Hz, 2H, arom-H), 6.91
(d, J = 8.4 Hz, 2H, arom-H), 8.99 (s br., 1H, NH or OH), 9.25 (s br., 1H, NH or
OH); FT-IR (KBr disc): t 3,415, 3,277, 3,028, 2,954, 1,641, 1,590, 1,475, 1,422,
1,373, 1,263, 1,221, 1,142.
9-(3-Nitrophenyl)-3,3,6,6-tetramethyl-1,8-dioxodecahydroacridine (6g) Yield,
1
94 %; mp, 290–292 °C (Lit. [46] 288–290); H NMR (400 MHz, CDCl3, dppm):
1.00 (s, 6H, 2CH3), 1.13 (s, 6H, 2CH3), 2.19 (d, J = 16.4 Hz, 2H, CH2), 2.28 (d,
J = 16.4 Hz, 2H, CH2), 2.34 (d, J = 16.8 Hz, 2H, CH2), 2.45 (d, J = 16.8 Hz, 2H,
CH2), 5.20 (s, 1H, CH), 6.20 (s, 1H, NH), 7.41 (t, J = 8.0 Hz, 1H, arom-H), 7.91
(dt, J = 7.6, 1.6 Hz, 1H, arom-H), 7.98 (ddd, J = 8.2, 2.4, 0.8 Hz, 1H, arom-H),
8.07 (t, J = 2.0 Hz, 1H, arom-H); FT-IR (KBr disc): t 3,185, 3,065, 2,960, 1,647,
1,609, 1,528, 1,487, 1,426, 1,397, 1,366, 1,346, 1,256, 1,170, 1,145.
9-(4-Nitrophenyl)-3,3,6,6-tetramethyl-1,8-dioxodecahydroacridine (6h) Yield,
1
95 %; mp, 287–288 °C (Lit. [46] 286–288); H NMR (500 MHz, CDCl3, dppm):
1.00 (s, 6H, 2CH3), 1.14 (s, 6H, 2CH3), 2.19 (d, J = 16.2 Hz, 2H, CH2), 2.28 (d,
J = 16.2 Hz, 2H, CH2), 2.32 (d, J = 16.8 Hz, 2H, CH2), 2.46 (d, J = 16.8 Hz, 2H,
CH2), 5.19 (s, 1H, CH), 6.12 (s br., 1H, NH), 7.54 (d, J = 8.7 Hz, 2H, arom-H),
8.11 (d, J = 8.74 Hz, 2H, arom-H); FT-IR (KBr disc): t 3,175, 3,057, 2,957, 1,650,
1,610, 1,489, 1,398, 1,366, 1,222, 1,146, 1,090, 843.
9-(4-Methylphenyl)-3,3,6,6-tetramethyl-1,8-dioxodecahydroacridine (6i) Yield,
1
98 %; mp, 315–317 °C (Lit. [49] 318–320); H NMR (400 MHz, CDCl3, dppm):
0.99 (s, 6H, 2CH3), 1.09 (s, 6H, 2CH3), 2.17 (d, J = 16.0 Hz, 2H, CH2), 2.24 (d,
J = 16.8 Hz, 2H, CH2), 2.25 (d, J = 16.0 Hz, 2H, CH2), 2.25 (s, 3H, CH3), 2.34 (d,
J = 16.8 Hz, 2H, CH2), 5.07 (s, 1H, CH), 7.02 (d, J = 8.0 Hz, 2H, arom-H), 7.19
(br., 1H, NH), 7.24 (d, J = 8.0 Hz, 2H, arom-H); FT-IR (KBr disc): t 3,184, 3,069,
2,959, 1,651, 1,606, 1,492, 1,398, 1,366, 1,222, 1,146.
9-(4-Methoxyphenyl)-3,3,6,6-tetramethyl-1,8-dioxodecahydroacridine (6j) Yield,
92 %; mp, 272–274 °C (Lit. [52] 275–277); 1H NMR (300 MHz, DMSO-d6,
dppm): 0.85 (s, 6H, 2CH3), 0.99 (s, 6H, 2CH3), 1.96 (d, J = 16.1 Hz, 2H, CH2),
2.15 (d, J = 16.1 Hz, 2H, CH2), 2.29 (d, J = 17.0 Hz, 2H, CH2), 2.43 (d,
J = 17.0 Hz, 2H, CH2), 3.64 (s, 3H, OCH3), 4.74 (s, 1H, CH), 6.70 (d, J = 8.6 Hz,
123