52607-59-7Relevant academic research and scientific papers
Stereoselective formation of dicondensed spiropyran product obtained from the reaction of excess Fischer base with salicylaldehydes: First full characterization by X-ray crystal structure analysis of a DC·acetone crystal
Keum, Sam-Rok,Ku, Byung-Soo,Shin, Jin-Taek,Jae, Jung Ko,Buncel, Erwin
, p. 6720 - 6725 (2005)
The structure and stereochemistry of the dicondensed spiropyran product (DC-1, X=COOH) obtained from reaction of excess Fischer base with substituted salicylaldehydes has been fully assigned as C with (8R, 10R) configuration on the basis of single crystal X-ray diffraction analysis. The stereoselective formation of DC molecules indicates that the most plausible mechanism for DC formation involves dehydration of the cyclic carbinol intermediate with the aid of intramolecular H-bonding via transition structure TS1 ?.
Spiropyran-azobenzene-DBU system as solvent indicator
Xu, Zhiping,Li, Shen,Shen, Yujun,Chen, Meijun,Shao, Xusheng
, p. 3829 - 3832 (2018/10/04)
A dyad bearing azobenzene and spiropyran units was synthesized and its applications in indicating the polarity and protic or aprotic properties of a solvent were explored. The spiropyran-azobenzene derivative (SPAB) can be induced to different forms in different miscellaneous solvents accompanied with different color changes and spectral characteristics at the presence of organic base DBU. In a nonpolar or low-polar solvent, SPAB exists in thermostable spiropyran form with yellow color output. While in an aprotic polar solvent, the spiropyran part isomerized to merocyanine form giving a blue color. When SPAB is subjected to a protic solvent, the alkylation reaction occurs at the oxygen generating the alkylated-SPAB with red color. This solvent-dependent property can be used for discriminating solvent type.
Dicondensed indolinobenzospiropyrans as precursors of thermo- and photochromic spiropyrans. Part II: Assignment of 1H and 13C NMR spectra
Keum, Sam-Rok,Ahn, Su-Mi,Roh, Se-Jung,Park, Su-Jin,Kim, Sung-Hoon,Kon, Kwangnak
, p. 90 - 94 (2008/02/01)
The 1H and 13C NMR spectra of dicondensed indolinobenzospiropyrans as precursors of thermo- and photochromic spiropyrans, DC1-DC5, were completely assigned. Especially, the 1H assignment and coupling characteristics of the diastereotopic protons at the carbon-3 position of the benzopyran rings were achieved by conducting 1H-1H COSY and nOe experiments. The dihedral angles (θ1, θ2 and θ3) calculated from the experimental values of the vicinal coupling constants (3J) of DC5 are in good agreement with the observed values in the solid state. All of the carbons in the DC dye molecules were investigated through a combination of heteronuclear 2D-shift correlation spectroscopy (HETCOR) and DEPT135. Copyright
