Journal of the Chemical Society. Perkin transactions II p. 371 - 378 (1985)
Update date:2022-08-18
Topics:
Fukuzumi, Shunichi
Nishizawa, Nobuaki
Tanaka, Toshio
The effects of Mg2+ ion on hydride-transfer reactions from an NADH model compound, 1-benzyl-1,4-dihydronicotinamide (BNAH),to a series of p-benzoquinone derivatives (Q) as well as on the redox potentials of BNAH and Q in acetonitrile have been examined.The Mg2+ ion shows both accelerating and retarding effects on the hydride transfer reactions depending on the p-benzoquinone derivative and the Mg2+ ion concentration.Such dual effects of the Mg2+ ion have been well correlated with the change of the redox potentials of BNAH and Q in the presence of Mg2+ ion since it has been found that there is a simple correlation between the logarithm of the rate constat and the difference of the redox potentials between BNAH and Q in the absence and presence of Mg2+ ion.It is shown that a proposed reaction mechanism involving electron transfer from BNAH to Q followed by proton transfer from BNAH+. to Q-. in the rate-determining step of the hydride-equivalent transfer provides a quantitative evaluation of the single and unified correlation between the logarithm of the rate constant and the difference between the redox potentials of BNAH and Q in the absence and presence of Mg2+.The effect of Mg2 ion on the primary kinetic isotope effects on hydride transfer from BNAH to Q is also shown to be consistent with the proposed reaction mechanism.Moreover, a ternary complex involving BNAH,Mg2+ ion, and Q as a reaction intermediate prior to electron transfer from BNAH to Q has been detected for the first time.
View MoreHangzhou Maytime Bio-Tech Co.,Ltd.
website:http://www.maytime.com.cn
Contact:+86-571-88925295 88920965
Address:NO.2-1701 Ganghui Central Ningwei Street, Xiaoshan Hangzhou Zhejiang China
Contact:+86 755 26588093
Address:No.9 Linkong West Street, Hengdian Street, Huangpi District, Wuhan City, China.
website:http://www.truewingroup.com
Contact:86-311-66699812
Address:NO.600 ZHONGSHAN EAST ROAD SHIJIAZHUANG
Zibo Linzi Darong Fine Chemical Co., Ltd(expird)
Contact:86-532-67773200; 15689126900
Address:Qidu town,Linzi district,Zibo city,Shandong province,China
FOSHAN NANHAI ZHONGNAN PHARMACEUTICAL FACTORY
Contact:0086-0757-85609331
Address:XIAHENGTIAN INDUSTRIAL ZONE,SHAYONG VILLAGE,LISHUI TOWN
Doi:10.1002/chem.201402021
(2014)Doi:10.1039/a803623c
(1998)Doi:10.1002/adsc.201701536
(2018)Doi:10.1124/dmd.109.030270
(2010)Doi:10.1039/c39920001300
(1992)Doi:10.1039/c9ra05941e
(2019)
