Synthesis and photochromic behavior of mono-, and biphotochromic system linked by p-phenylene bridge

Chinese Chemical Letters

Volumn 21, Issue 10, 2010, Pages 1199-1202

  Mahmoodi, N O ^a   Tabatabaeian, K ^a   Ghavidast, A ^a  

^a UNIVERSITY OF GUILAN   (Iran)

Author keywords

Biphotochromic; Bis 1,3 diazabicyclo 3.1.0 hex 3 ene; P Phenylene bridge

Indexed keywords

EID: 77955845356     PISSN: 10018417     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cclet.2010.04.036     Document Type: Article

References (14)

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14. The typical procedure for the synthesis of 1-((4-((3-formyl-1H-indol-1-yl)methyl)phenyl)methyl)-1H-indole-3-carbaldehyde 7 was described as follows: POCl3 (1.8mL, 19.8mmol) was added slowly to dry DMF (9.1mL) at 0°C, after 30min a solution of 8 (2.2g, 6.64mmol) in DMF (46mL) was added drop wise over 1h at 0°C. The mixture was stirred at r.t. for 6h and poured into 5mol/L sodium hydroxide (95.24mL). The mixture heated at 100°C for 30min and allowed to cool. The white precipitate was filtered off. Washed with water and purified by silica gel column chromatography to give a pale yellow solid 2.3g (89%), mp=294°C, IR (KBr): 3100, 3050, 2910, 2750, 2800, 1657, 1610, 1528, 1461, 1400cm-1; 1H NMR (500MHz, DMSO-d6): δ 9.92 (s, 2H), 8.43 (s, 2H), 8.11-8.09 (m, 2H), 7.56-7.54 (m, 2H), 7.29 (s, 4H), 7.26-7.23 (m, 4H), 5.5 (S, 4H); 13C NMR (125MHz, DMSO-d6): δ 185.56, 141.79, 137.79, 137.27, 128.60, 125.65, 124.5, 123.43, 121.95, 118.29, 112.21, 50.25; HRMS m/z (EI) calcd. for C26H20N2O2 392.1525. Found 392.1529; Anal. calcd. for C26H20N2O2: C, 79.57; H, 5.14; N, 7.14; Found: C, 79.56; H, 5.13; N, 7.16.