Supporting Information s12

Supporting Information

Spectral Properties of Dyes with Interfragmental Charge Transfer: Solvatochromism and Solvatofluorochromism of 2-(3-Coumaroyl)- benzopyrylium Perchlorates

Edward V. Sanina,b, Alexander I. Novikovc, Alexander D. Roshala

a Institute of Chemistry at V.N. Karazin Kharkiv National University, Kharkiv, Ukraine, email:

b SSI “Institute for Single Crystals” of National Academy of Sciences of Ukraine, Kharkiv, Ukraine, email:

c Guard Department at National Technical University “Kharkiv Polytechnic Institute” Kharkiv, Ukraine, email:

LIST OF CONTENTS:

Item Page

Figure 1S. Structures of 2-(3-coumaroyl)benzopyrylium perchlorate and

its derivatives. 2

Comments on Tables 1S-7S 2

Table 1S. Spectral parameters of I. 3

Table 2S. Spectral parameters of II. 3

Table 3S. Spectral parameters of III. 3

Table 4S. Spectral parameters of IV. 4

Table 5S. Spectral parameters of V. 4

Table 6S. Spectral parameters of VI. 4

Table 7S. Spectral parameters of VII. 5

Figure 1S. Structures of 2-(3-coumaroyl)benzopyrylium perchlorate and its derivatives.

Comments on Tables 1S-7S:

1. All values expressed in cm-1 (νabs, νfl, ΔνSt) are rounded to 5 or 0 in the last digit.

2. The quantum yield values higher than 1% are presented in tables as integer values. The quantum yield values higher than 0.1% are rounded up to one digit after decimal point. The quantum yield values higher than 0.01% are rounded up to two digits after decimal point.

4. The lifetime values of nanosecond diapason are rounded to one digit after decimal point. The lifetime values of subnanosecond diapason are rounded to two digits after decimal point.

Table 1S. Spectral parameters of I.

Solvent / λabs / νabs / λfl / νfl / ΔνSt / φ / τ
nm / cm-1 / nm / cm-1 / cm-1 / % / ns
Dichloromethane / 484 / 20660 / 542 / 18450 / 2210 / 17 / 1.9
Acetonitrile / 449 / 22270 / 559 / 17890 / 4380 / 4 / 1.2
Acetone / 435 / 22995 / 562 / 17795 / 5200 / weak / –
Tetrahydrofurane / 403 / 24815 / 558 / 17910 / 6905 / <0.1 / 3.2
Nitrobenzene / 450 / 22220 / 554 / 18050 / 4170 / 3 / –
Benzonitrile / 459 / 21785 / 557 / 17955 / 3830 / 15 / 2.6

* λabs, λfl – wavelengths of maxima positions of absorption and fluorescence bands, νabs, νfl – wavenumbers of maxima positions of absorption and fluorescence bands, ΔνSt, φ, τ – Stokes shifts, quantum yields and lifetimes of fluorescence.

Table 2S. Spectral parameters of II.*

Solvent / λabs / νabs / λfl / νfl / ΔνSt / φ / τ
nm / cm-1 / nm / cm-1 / cm-1 / % / ns
Dichloromethane / 488 / 20490 / 541 / 18485 / 2005 / 12 / 1.7
Chloroform / 500 / 20000 / 551 / 18150 / 1850 / 0.2 / 2.2
Dichloroethane-1,2 / 498 / 20080 / 544 / 18370 / 1710 / 0.1 / 1.2
Acetonitrile / 481 / 20805 / 535 / 18690 / 2115 / 7 / 1.4
Butanone / 495 / 20200 / 551 / 18150 / 2050 / – / –
Diethyl ether / 504 / 19840 / 537 / 18610 / 1230 / – / –
Tetrahydrofurane / 481 / 20370 / 548 / 18230 / 2140 / 0.3 / –
Undecanol-1 / 506 / 19765 / 543 / 18415 / 1350 / 0.02 / 0.6
Nitrobenzene / 490 / 20410 / 549 / 18215 / 2195 / 4 / 1.6
Benzonitrile / 481 / 20790 / 548 / 18250 / 2540 / 10 / 1.6