Activation of Methylphosphonates and Their Thio- and Seleno Congeners with 1,3,5-Triazinyl Morpholinium Salts. Selenono-Selenolo Isomerization

Woźniak, Lucyna A.; Góra, Marcin; Kamiński, Zbigniew J.; Stec, Wojciech J.

doi:10.1080/10426500801901152

Cited by 6 publications

(3 citation statements)

References 16 publications

(6 reference statements)

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“…The use of NMR experiments to follow the chemical changes that are associated with a synthetic methodology is not a new strategy. In fact, the selenium‐77 nuclide brings new possibilities to explore the NMR spectroscopy for molecular mechanism discernments [29,30] …”

Section: Introductionmentioning

confidence: 99%

“…In fact, the selenium-77 nuclide brings new possibilities to explore the NMR spectroscopy for molecular mechanism discernments. [29,30] Considering the organoselenium chemistry, 77 Se NMR spectroscopy has become one of the most important technique to understand the structures and dynamic process, [31,32] as well as solid materials. [33,34,35] The advantages of 77 Se NMR include simplicity in the measurements, broad substrate applicability, structural and dynamic information, and the ability to analyze complex mixtures.…”

Section: Introductionmentioning

confidence: 99%

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Selenium‐NMR Spectroscopy in Organic Synthesis: From Structural Characterization Toward New Investigations

et al. 2020

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This review article deals with organic synthesis from the perspective of selenium-77 nuclear magnetic resonance (NMR) spectroscopy. Different types of organic reactions are briefly discussed, incorporating mechanism aspects through 77 Se NMR observable intermediates and byproducts. The 77 Se NMR experiments are demonstrated in terms of structural characterization and new insights for organic reactions. The ability to visualize different molecules in a reaction mixture provides a facile and versatile route for the development of synthetic organoselenium compounds. Thus, the review describes the strategies accomplished mainly in the past five years in the syntheses and applications of the organoselenium compounds, focusing on 77 Se NMR spectroscopy.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Selenium‐NMR Spectroscopy in Organic Synthesis: From Structural Characterization Toward New Investigations

et al. 2020

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“…48 In the former case, characterisation of the dimer product was equivocal indicating that perhaps both O-and Se-alkylation had occurred. [51][52][53] Subsequently, Xu and Kool exploited related chemistry for the synthesis of oligomers incorporating this analogue following template-directed chemical ligation. However, consistent with the extreme sensitivity of phosphoroselenoate monoesters towards ariel oxidation in aqueous solution, 54 incomplete reaction was observed.…”

Section: Introductionmentioning

confidence: 99%

Solid-phase synthesis and structural characterisation of phosphoroselenolate-modified DNA: a backbone analogue which does not impose conformational bias and facilitates SAD X-ray crystallography

et al. 2019

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Synthesis of Organoselenium Compounds

Zade

Singh

2012

Patai's Chemistry of Functional Groups

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In this chapter the major advances in the synthetic methodology and the syntheses of novel organoselenium compounds‐since 1987 are reviewed. These are presented in the order of oxidation states i.e. in the initial parts of the chapter developments in the area of the synthesis of low valent organoselenium compounds are discussed. These include: diselenides, selenides, selenols, selenolesters, selenones, selenocyanate, selenenyl halides and related derivatives. The latter part of the chapter deals with the syntheses of high valent i.e. selenium (IV) and selenium (VI) compounds. Diselenides are generally prepared by the reaction of alkali metal chalcogenolates with appropriate organic halides. There has been a lot of activity in the area of the synthesis of selenides. The procedures include: epoxide ring opening, aziridine and other ring opening, addition to double and triple bonds, transition metal and Main Group Element catalyzed coupling reactions, nucleophilic substitution reactions, etc. The novel compounds described include: selenocystine derivatives, chiral diselenides, triselenides, oranoselenenyl cations, selenium‐containing pincer ligands for catalysis, selenols and nitrososelenol derivatives, selenenyl azides. The chapter is based on over 350 original references.

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Activation of Methylphosphonates and Their Thio- and Seleno Congeners with 1,3,5-Triazinyl Morpholinium Salts. Selenono-Selenolo Isomerization

Cited by 6 publications

References 16 publications

Selenium‐NMR Spectroscopy in Organic Synthesis: From Structural Characterization Toward New Investigations

Selenium‐NMR Spectroscopy in Organic Synthesis: From Structural Characterization Toward New Investigations

Solid-phase synthesis and structural characterisation of phosphoroselenolate-modified DNA: a backbone analogue which does not impose conformational bias and facilitates SAD X-ray crystallography

Synthesis of Organoselenium Compounds

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