TY - JOUR
T1 - A second study - predicting the 13C chemical shifts for a series of substituted 3-(4-methoxyphenyl)-2-phenyl-1,3-Thiazolidin-4-ones
AU - Tierney, John
AU - Koyfmann, Vladislav
AU - Cannon, Kevin
AU - Mascavage, Linda
AU - Lagalante, Anthony
PY - 2008
Y1 - 2008
N2 - Previously, an 'additivity' equation relating experimental 13C chemical shift data for two mono-substituted diphenyl-1,3-thiazolidin-4-one series was developed to predict chemical shifts for a similarly substituted bis-disubstituted thiazolidinone series. The sites of interest in the 1,3-thiazolidin-4-one are the C-2, C-4, and C-5 carbons. The empirically derived equation for predicting the chemical shifts is □xy= □h + (□x-□h) + (□y- □h) where □xy is the predicted chemical shift for the disubstituted thiazolidinone, □h is the experimental chemical shift for the unsubstituted thiazolidinone, □xDx is the experimental chemical shift for substituent in the 2-phenyl ring, and □y is the experimental chemical shift for substituent in the N-(3)-phenyl ring. This article discusses the application of the aforementioned equation with respect to a new series of substituted-2-phenyl-3-methoxyphenyl-1, 3-thiazolidin-4-ones, where the substituents on both phenyl rings are not the same. The equation was shown to predict a less exact chemical shift in this one test series than for the previous bis-disubstituted series of compounds.
AB - Previously, an 'additivity' equation relating experimental 13C chemical shift data for two mono-substituted diphenyl-1,3-thiazolidin-4-one series was developed to predict chemical shifts for a similarly substituted bis-disubstituted thiazolidinone series. The sites of interest in the 1,3-thiazolidin-4-one are the C-2, C-4, and C-5 carbons. The empirically derived equation for predicting the chemical shifts is □xy= □h + (□x-□h) + (□y- □h) where □xy is the predicted chemical shift for the disubstituted thiazolidinone, □h is the experimental chemical shift for the unsubstituted thiazolidinone, □xDx is the experimental chemical shift for substituent in the 2-phenyl ring, and □y is the experimental chemical shift for substituent in the N-(3)-phenyl ring. This article discusses the application of the aforementioned equation with respect to a new series of substituted-2-phenyl-3-methoxyphenyl-1, 3-thiazolidin-4-ones, where the substituents on both phenyl rings are not the same. The equation was shown to predict a less exact chemical shift in this one test series than for the previous bis-disubstituted series of compounds.
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U2 - 10.1515/hc.2008.14.6.453
DO - 10.1515/hc.2008.14.6.453
M3 - Article
AN - SCOPUS:70350633425
SN - 0793-0283
VL - 14
SP - 453
EP - 460
JO - Heterocyclic Communications
JF - Heterocyclic Communications
IS - 6
ER -