Heterocyclic Communications p. 215 - 222 (2005)
Update date:2022-07-29
Topics:
Tierney, John
Sheridan, Douglas
Mascavage, Linda
Gorbecheva, Daniela
Ripp, Michelle
Son, Sonjoo
A successful attempt has been made to predict 13C chemical shifts for a series of disubstituted 2,3-diphenyl-1,3-thiazolidin-4-ones. Prior work has shown that substituents placed on either phenyl ring of the 2,3-diphenyl-1,3-thiazolidin-4-one system affect the electron density surrounding the C-2, C-4 and C-5 atoms. These changes are reflected in the different nmr chemical shifts for these carbon atoms relative to the unsubstituted compound. The 13C chemical shifts for the C-2, C-4 and C-5 carbons of these compounds have previously been shown to correlate with Hammett σ constants and Swain Lupton dual substituent parameters. Because of these correlations we decided to investigate the potential for predicting 13C chemical shifts for C-2, C4 and C-5 in the thiazolidinone ring based on the known shifts for the two mono-substituted series of compounds. The effect of the substituents on the 13C chemical shifts for the C-2, C-4 and C-5 carbons in the disubstituted 2,3-diphenylthiazolidinones are discussed relative to the two mono-substituted 2,3-diphenylthiazolidinone series. The data is then used to predict the 13C chemical shift values at C-2, C-4 and C-5 in the thiazolidinone ring with all possible substituents combinations in the 2-phenyl and 3-phenyl rings.
Hefei Highzone Fine Chemical S&T CO.,LTD
Contact:86-0551-63663560
Address:room 1801 NO. 24 Shuguang RD.
Xi'an Kaixiang Photoelectric Technology Co., Ltd
website:http://www.kxmaterials.com/
Contact:86-29-15991651477
Address:Building 6, Biopharmaceutical Industry R&D Cluster Base, No. 16, Caotang 4th Road, Caotang Science and Technology Industrial Base, High-tech Zone, Xi'an City, Shaanxi Province, China
Shanghai Hohance Chemical Co., ltd
Contact:13914753421
Address:Fl.5；Bld. 70, Lane 1500; Xinfei Road
Zhejiang Tianyu Pharmaceutical Co., Ltd.
Contact:+86-576-84177669, 89189665,89189688,84168770
Address:Jiangkou Development Zone, Huangyan, Taizhou City, Zhejiang
Contact:+86-021-50792271
Address:Building 24A, 300 Chuantu Road, Chuansha, Pudong new area, Shanghai, China, 201202
Doi:10.1016/S0040-4039(03)00456-8
(2003)Doi:10.1055/s-2003-36786
(2003)Doi:10.1039/jr9440000315
(1944)Doi:10.1016/S0040-4020(01)97349-1
(1974)Doi:10.1002/adsc.200900721
(2009)Doi:10.1021/acs.orglett.1c01300
(2021)
