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- [31] ACID-CATALYZED CONDENSATION OF BUTADIENE WITH HYDROXYBENZOPHENONES - SYNTHESIS OF BUTENYLBENZOPHENONES AND BENZOYL-SUBSTITUTED 2-METHYLCHROMANSGAZZETTA CHIMICA ITALIANA, 1984, 114 (11-1): : 501 - 503AHLUWALIA, VKSINGH, RSINGH, RP
The Role of an Acid in the Decomposition of Mixed Benzoyl-Substituted Phosphonium-Iodonium Ylide
被引：6
|作者：
Nekipelova, T. D.
[1
]
Podrugina, T. A.
[2
]
Vinogradov, D. S.
[2
]
Dem'yanov, P. I.
[2
]
Kuzmin, V. A.
[1
]
机构：
[1] Russian Acad Sci, Emanuel Inst Biochem Phys, Moscow 119334, Russia
[2] Moscow MV Lomonosov State Univ, Chem Fac, Moscow 119991, Russia
关键词：
phosphonium-iodonium ylides;
acid catalysis;
radical decomposition;
theoretical thermochemical analysis;
NUCLEOPHILIC-SUBSTITUTION;
PHENYLACETYLENE;
RADICALS;
D O I：
10.1134/S0023158419010105
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ;
081704 ;
摘要：
Mixed phosphonium-iodonium ylides allow the synthesis of not easily accessible and novel heterocyclic compounds. Photoinitiated reactions of phosphonium-iodonium ylides with acetylenes proceed with induction time and are catalyzed by acids, the acids formed in the reaction among them. The kinetic peculiarities of the reaction between the benzoyl-substituted phosphonium-iodonium ylide and trifluoroacetic acid were studied by UV-visible spectrophotometry. The kinetic parameters of the reaction were determined. The mechanism of the autocatalysis by acids has been proposed, which involves the formation of a protonated form of the ylide active in the decomposition into radical cations. The more active decomposition of the protonated ylide is confirmed by theoretical thermochemical calculations.
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页码：44 / 51
页数：8
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