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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 25, Number 9
BKCSDE 25(9)
September 20, 2004 

Solvatokinetic and Solvatochromic Behavior of Bis(indolinobenzospiropyranyl) Sulfide Derivatives in Various Solvents
Sam-Rok Keum*, Byung-Soo Ku, Sang-Eun Kim, Yoon-Ki Choi, Sung-Hoon Kim, Kwangnak Koh
Solvatokinetic and solvatochromic behavior, Thermo- and photochromic dyes, Bis(indolinobenzospiropyranyl) sulfides, Dual mechanistic process, Biphasic plot
Solvatokinetic and solvatochromic behavior of bis(indolinobenzospiropyranyl) sulfide derivatives 1a-1c have been studied in various solvents. The marked negative solvatochromism is exhibited for 1a and 1b in the whole region of solvent polarity examined. Whereas, it is found only in the polar solvent region (ET > 37) for 1c. The sensitivity order to the solvent media (slope values) is 1a > 1b > 1c. The branched linear plot with a zero slope was shown for the most sterically-hindered compound 1c in the less polar-solvent region (ET < 37). The biphasic plot is indicative of dual mechanistic process, i.e., a transition state with increased zwitter-ionic character in more polar solvents and electrocyclic process with an isopolar transition state in less polar solvents.
1361 - 1365
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