Phosphorus-containing dienes derived from diacetone alcohol: synthesis and study by NMR spectroscopy

Ларина, Л. И.; Komarova, T. N.; Rozinov, V. G.

doi:10.1007/s11172-015-1218-6

Cited by 1 publication

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“…It should be noted that unsaturated ketones behave similarly to enamino ketones when phosphorylated with phosphorus pentachloride [59,60]. C-phosphorylation prod-Scheme 19.…”

Section: Nomentioning

confidence: 99%

“…It should be noted that unsaturated ketones behave similarly to enamino ketones when phosphorylated with phosphorus pentachloride [59,60]. C-phosphorylation products dienyltrichlorophosphonium hexachlorophosphorates have been studied by means of 2D and multinuclear 1 H, 13 C and 31 P NMR spectroscopy.…”

Section: Nomentioning

confidence: 99%

“…Chlorophosphorylated 1,3-dienes are also formed by the action of PCl 5 on diacetone alcohol [60]. It has been established that two pentadienyltrichlorophosphonium hexachlorophosphates (95, 96) are produced in approximately equal amounts via phosphorylation.…”

Section: Nomentioning

confidence: 99%

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C- and N-Phosphorylated Enamines—An Avenue to Heterocycles: NMR Spectroscopy

Ларина

2023

IJMS

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The review presents extensive data (from the works of the author and literature) on the structure of C- and N-chlorophosphorylated enamines and the related heterocycles obtained by multipulse multinuclear 1H, 13C, and 31P NMR spectroscopy. The use of phosphorus pentachloride as a phosphorylating agent for functional enamines enables the synthesis of various C- and N-phosphorylated products that are heterocyclized to form various promising nitrogen- and phosphorus-containing heterocyclic systems. 31P NMR spectroscopy is the most convenient, reliable and unambiguous method for the study and identification of organophosphorus compounds with different coordination numbers of the phosphorus atom, as well as for the determination of their Z- and E-isomeric forms. An alteration of the coordination number of the phosphorus atom in the phosphorylated compounds from 3 to 6 leads to a drastic screening of the 31P nucleus from about +200 to −300 ppm. The unique structural features of nitrogen–phosphorus-containing heterocyclic compounds are discussed.

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“…It should be noted that unsaturated ketones behave similarly to enamino ketones when phosphorylated with phosphorus pentachloride [59,60]. C-phosphorylation prod-Scheme 19.…”

Section: Nomentioning

confidence: 99%