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- W1985705140 abstract "The nucleophilic substitution reactions of diisopropyl thiophophinic chloride (3) with substituted anilines (<TEX>$XC_6H_4NH_2$</TEX>) and deuterated anilines (<TEX>$XC_6H_4ND_2$</TEX>) are investigated kinetically in acetonitrile at <TEX>$65.0^{circ}C$</TEX>. The anilinolysis rate of 3 is rather slow to be rationalized by the conventional stereoelectronic effects. The obtained deuterium kinetic isotope effects (DKIEs; <TEX>$k_H/k_D$</TEX>) are secondary inverse (<TEX>$k_H/k_D$</TEX> = 0.80-0.96). The anilinolyses of ten P=S systems in MeCN are reviewed on the basis of DKIEs and selectivity parameters to obtain systematic information on the DKIEs and mechanism for thiophosphoryl transfer reactions. The steric effects of the two ligands on reactivity, DKIEs, mechanism, and substituent effects of the nucleophile (X) on the DKIEs are discussed." @default.
- W1985705140 created "2016-06-24" @default.
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- W1985705140 date "2011-11-20" @default.
- W1985705140 modified "2023-10-02" @default.
- W1985705140 title "Kinetics and Mechanism of the Anilinolysis of Diisopropyl Thiophosphinic Chloride in Acetonitrile" @default.
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- W1985705140 doi "https://doi.org/10.5012/bkcs.2011.32.11.3880" @default.
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