TABLE 2.
Yield, TON, TOF, melting points, and references for the prepared 14H-dibenzoxanthene derivatives.
R1 | R2 | Yield (%) b | TON c | TOF d (Sec−1) | m.p. | Ref. | |
---|---|---|---|---|---|---|---|
2a | H | C2H5 | 53 | 5.3 | 2/9 × 10−2 | 128–130 | Karimi-Jaberi and Keshavarzi (2010) |
2b | H | n-C3H7 | 62 | 6.2 | 3/4 × 10−2 | 151–152 | Kumar et al. (2010) |
2c | H | i-C3H7 | 59 | 5.9 | 3/3 × 10−2 | 151–152 | Kumar et al. (2010) |
2d | H | C5H11 | 64 | 6.4 | 3/6 × 10−2 | 97–98 | Wang et al. (2014) |
2e | H | C6H5 | 60 | 6.0 | 3/3 × 10−2 | 191–192 | Kumar et al. (2010) |
2f | H | 3-Me-C6H4 | 55 | 5.5 | 3/1 × 10−2 | 204–206 | Ghasemnejad-Bosra and Forouzani, (2011) |
2g | H | 4-Me-C6H4 | 59 | 5.9 | 3/3 × 10−2 | 234–237 | Kumar et al. (2010) |
2h | H | 4-Cl-C6H4 | 65 | 6.5 | 3/6 × 10−2 | 291–292 | Kumar et al. (2010) |
2i | H | 4-OMe-C6H4 | 57 | 5.7 | 3/2 × 10−2 | 212–214 | Kumar et al. (2010) |
2j | H | 4-NO2-C6H4 | 76 | 7.6 | 4/2 × 10−2 | 328–329 | Wang et al. (2014) |
2k | H | 3,4-di-OMe-C6H4 | 48 | 4.8 | 2/7 × 10−2 | 195–196 | Bhattacharya et al. (2009) |
2l | H | 2-Furyl | 58 | 5.8 | 3/2 × 10−2 | 198–200 | Shirini and Khaligh, (2012) |
2m | H | 2-Thiophenyl | 61 | 6.1 | 3/4 × 10−2 | 179–181 | Osyanin et al. (2015) |
2n | H | 2-Naphtyl | 72 | 7.2 | 4/0 × 10−2 | 195–198 | Shirini and Khaligh, (2012) |
2o | Br | C2H5 | 50 | 5.0 | 2/8 × 10−2 | 134–136 | Vaughan and Jha, (2009) |
2p | Br | n-C3H7 | 55 | 5.5 | 3/1 × 10−2 | 152–155 | Wang et al. (2014) |
2q | Br | i-C3H7 | 61 | 6.1 | 3/4 × 10−2 | 180–183 | Vaughan and Jha, (2009) |
2r | Br | C5H11 | 58 | 5.8 | 3/2 × 10−2 | oil | Wang et al. (2014) |
2s | Br | C6H5 | 62 | 6.2 | 3/4 × 10−2 | 245–248 | Wang et al. (2014) |
2t | Br | 3-Me-C6H4 | 57 | 5.7 | 3/2 × 10−2 | 181–183 | Pawar et al. (2014) |
2u | Br | 4-Me-C6H4 | 59 | 5.9 | 3/3 × 10−2 | 250–251 | Wang et al. (2014) |
2v | Br | 4-Cl-C6H4 | 57 | 5.7 | 3/2 × 10−2 | 290–292 | Wang et al. (2014) |
2w | Br | 4-OMe-C6H4 | 55 | 5.5 | 3/1 × 10−2 | 255–260 | Pawar et al. (2014) |
2x | Br | 4-NO2-C6H4 | 75 | 7.5 | 4/2 × 10−2 | 304–306 | Wang et al. (2014) |
2y | Br | 3,4-di-OMe-C6H4 | 51 | 5.1 | 2/8 × 10−2 | 184–186 | Pawar et al. (2014) |
The reaction conditions for the model reaction (1 mmol benzaldehyde and 2 mmol β-naphthol): 10 mol% catalyst, 10 ml ethanol, reflux, 3 h
Isolated yield
Turnover number = the moles of desired product/the moles of catalyst
Turnover frequency = TON/the reaction time (in seconds)