Abstract
The ultraviolet spectra of methyl-α-o-carboxyphenyl cinnamates and α-o-carboxyphenylcinnamic acids is reported. These compounds possess the characteristiccis stilbene spectral curve, thereby supporting Loewenthal and Pappo’s suggestion that these compounds havecis Ph/Ph-COOR configuration. Formation of this isomer in the Stobbe reaction of dimethyl homophthalate and aryl aldehydes has been rationalized as proceedingvia the erythro conformer of the oxyanion.
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Bagavant, G. and Patwardhan, B. H. .. Previous paper.
Loewenthal, H. J. E. and Pappo, R. ..J. Chem. Soc., 1952, p. 4799.
Scott, A. I...Interpretation of the Ultraviolet Spectra of Natural Products, Pergamon Press, Oxford, 1964, p. 109.
Patwardhan, B. H. and Bagavant, G.Curr. Sci., 1971,40, 350;Ind. J. Chem., 1972,10, 59.
Horning, E. C...Organic Synthesis, John Wiley & Sons, New York, Coll. Vol. 1955,3, 449.
Buu Hoi..Compt. Rend., 1944,211, 643;Chem. Abstr., 1942,36, 758.
—..Ibid., 1944,218, 942;Chem. Abstr., 1946,40, 4046.
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(Communicated by Prof. D. K. Banerjee,f.a.sc.)
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Bagavant, G., Patwardhan, B.H. Ultraviolet spectra of α-carboxystilbenes. Proc. Indian Acad. Sci. 77, 19–25 (1973). https://doi.org/10.1007/BF03049444
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DOI: https://doi.org/10.1007/BF03049444