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Unexpected opposite stereochemistries and different mechanisms of nucleophilic substitution reactions of homochiral tert-butylphenylthiophosphinoyl chloride and bromide
作者:Jan Omelańczuk、Marian Mikolajczyk
DOI:10.1039/c39940002223
日期:——
(ethylsulfanyl) anion with homochiral (+)-(S)-tert-butylphenylphosphinochloridothionate 2 and (–)-(S)-tert-butylphenylphosphinobromidothionate 3 proceed with inversion and retention at phosphorus, respectively, as a consequence of different reaction mechanisms; the stereoretentive reaction with bromide 3, in contrast to the direct nucleophilic substitution at phosphorus in chloride 2, is a two-step process involving
乙基巯基(乙基硫烷基)阴离子与高手性(+)-(S)-叔丁基苯基膦基氯代硫代硫酸根2和(-)-(S)-叔丁基苯基膦基溴代硫代磺酸根3的反应分别在磷中转化并保留。机制;与溴化物3的立体保持反应不同,与氯化物2中磷的直接亲核取代相反,它是一个分为两个步骤的过程,涉及第一步是EtS的亲核攻击-在正电溴原子上。
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Ofitserov, E. N.; Sinyashin, O. G.; Batyeva, E. S., Journal of general chemistry of the USSR, 1981, vol. 51, # 4, p. 602 - 608
作者:Ofitserov, E. N.、Sinyashin, O. G.、Batyeva, E. S.、Pudovik, A. N.
DOI:——
日期:——
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Sinyashin, O. G.; Karimullin, Sh. A.; Batyeva, E. S., Journal of general chemistry of the USSR, 1984, vol. 54, # 11, p. 2199 - 2204
作者:Sinyashin, O. G.、Karimullin, Sh. A.、Batyeva, E. S.、Pudovik, A. N.
DOI:——
日期:——
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OFITSEROV E. N.; SINYASHIN O. G.; BATYEVA EH. S.; PUDOVIK A. N., ZH. OBSHCH. XIMII, 1981, 51, HO 4, 738-745
作者:OFITSEROV E. N.、 SINYASHIN O. G.、 BATYEVA EH. S.、 PUDOVIK A. N.
DOI:——
日期:——
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SINYASHIN, O. G.;KARIMULLIN, SH. A.;BATYEVA, EH. S.;PUDOVIK, A. N., ZH. OBSHCH. XIMII, 1984, 54, N 11, 2463-2468
作者:SINYASHIN, O. G.、KARIMULLIN, SH. A.、BATYEVA, EH. S.、PUDOVIK, A. N.
DOI:——
日期:——