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Determination and application of the excited-state substituent constants of pyridyl and substituted phenyl groups
Journal of Physical Organic Chemistry ( IF 1.8 ) Pub Date : 2021-05-18 , DOI: 10.1002/poc.4246
Chao‐Tun Cao 1 , Lu Yan 1 , Chenzhong Cao 1
Affiliation  

Thirty six 1-pyridyl-2-arylethenes XCH=CHArY (abbreviated XAEY) were synthesized, in which, X is 2-pyridyl, 3-pyridyl and 4-pyridyl and Y is OMe, Me, H, Br, Cl, F, CF3, and CN. Their ultraviolet absorption spectra were measured in anhydrous ethanol, and their wavelengths of absorption maximum λmax were recorded. Also, the 234 λmax values of 1-substituted phenyl-2-arylethylene compounds (XAEY, where X is substituted phenyl) were collected. The excited-state substituent constants urn:x-wiley:08943230:media:poc4246:poc4246-math-0001 of three pyridyl groups and 23 substituted phenyl groups (total of 26) were obtained by means of curve-fitting method. Taking the λmax values of 358 samples of bi-arylethene derivatives as a data set and 126 samples of bi-aryl Schiff bases (including nine compounds synthesized by this work) as another data set, quantitative correlation analyses were performed by employing the obtained urn:x-wiley:08943230:media:poc4246:poc4246-math-0002 as a parameter, and good results were obtained for the two data sets. The reliability of the obtained urn:x-wiley:08943230:media:poc4246:poc4246-math-0003 values was verified. The results of this paper can provide excited-state substituent constants for the study and application of optical properties of conjugated organic compounds containing aryl groups.

中文翻译:

吡啶基和取代苯基激发态取代基常数的测定及应用

合成了36个1-吡啶基-2-芳基乙烯XCH=CHARY(简称XAEY),其中X为2-吡啶基、3-吡啶基和4-吡啶基,Y为OMe、Me、H、Br、Cl、F, CF 3和CN。在无水乙醇中测量它们的紫外吸收光谱,并记录它们的最大吸收波长λ max。此外,还收集了 1-取代苯基-2-芳基亚乙基化合物(XAEY,其中 X 为取代苯基)的 234 λ最大值。采用urn:x-wiley:08943230:media:poc4246:poc4246-math-0001曲线拟合法得到3个吡啶基和23个取代苯基(共26个)的激发态取代基常数。取 λ最大值以358个双芳基乙烯衍生物样品作为数据集,126个双芳基席夫碱样品(包括本工作合成的9种化合物)作为另一个数据集,以所得urn:x-wiley:08943230:media:poc4246:poc4246-math-0002为参数进行定量相关分析,两个数据集都获得了良好的结果。urn:x-wiley:08943230:media:poc4246:poc4246-math-0003验证了所得值的可靠性。本文研究结果可为含芳基共轭有机化合物光学性质的研究和应用提供激发态取代基常数。
更新日期:2021-05-18
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