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. 2014 Jan 20;53(5):1346–1350. doi: 10.1002/anie.201308826

Table 1. Electronic effect of R′ substituents on the relationship between the structure and photophysical properties of Seoul‐Fluors.[a] Inline graphic.

Compound R′ σp[b] Eh[c] λabs[d] λem[e] ΦF[f]
10 4‐NEt2 −0.72 −0.160 441 0.00
11 4‐NH2 −0.66 −0.169 419 546 0.03
12 4‐OH −0.37 −0.200 413 572 0.12
13 4‐OMe −0.27 −0.195 412 555 0.20
14 4‐Me −0.17 −0.215 404 534 0.38
15 4‐H 0 −0.227 403 523 0.50
16 4‐F 0.06 −0.225 402 525 0.47
17 4‐CF3 0.54 −0.249 405 514 0.64
18 4‐CN 0.66 −0.247 398 512 0.63
19 3,4‐(CN)2 −0.262 402 500 0.72

[a] Measurements were made in methanol. [b] σp is the Hammett constant of the R′ substituent at the para position.9 [c] Calculated energy in hartree of the HOMO level of the phenyl moiety. [d] Longest absorption wavelength maximum. [e] The emission wavelength for excitation at the longest absorption wavelength maximum. [f] Absolute fluorescence quantum yield.