N,N-dimethyl-diphenylphosphinamide adducts of some lanthanide nitrates

Vicentini, G.; Braga, Luciana

doi:10.1016/0022-1902(71)80059-3

Cited by 13 publications

(2 citation statements)

References 8 publications

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“…Na primeira ocorre a abstração do próton orto ativado pelo grupo diretor de metalação (DMG -Directing Metalating Group) promovida pela base organolítica, seguindo-se à neutralização eletrofílica, que implica na formação do produto 1,2-dissubstituído. 2 (Esquema 1).…”

Section: Introductionunclassified

General Principles ofortho-Lithiation in Arylphosphinamides

Bastos¹,

Popovici²,

Souza³

et al. 2014

Revista Virtual De Química

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General Principles of ortho-Lithiation in ArylphosphinamidesAbstract: The development of alternatives to render the ortho-lithiation reaction of arylphosphinamides a diastereoselective and enantioselective process turned this class well explored among the organophosphorus compounds. The use of organolithium bases is the most suitable method for ortho functionalization in aromatic systems. In general, the reaction proceeds in two stages. Firstly, the removal of the ortho hydrogen promoted by the organolithium base takes place, followed by electrophilic neutralization leading to the formation of 1,2-disubstituted product. The improvement of the potential of the organolithium bases is often achieved by using chelating agents, such as N,N,N',N'-tetramethylethylenediamine (TMEDA) and (-)sparteine. Despite being subject of many theoretical and experimental studies, the mechanism of ortho-metallation remains controversial. Therefore, this paper will discuss the main mechanisms involved in the orthometallation of arylphosphinamides as well as the processes of synthesis of this class of organophosphorus compounds.Keywords: ortho-lithiation; mechanism; phosphinamide. ResumoO desenvolvimento de alternativas para que a reação de orto-litiação de arilfosfinamidas transcorresse de modo diastereosseletivo e enantiosseletivo tornou esta classe bem explorada entre os organofosforados. A utilização de bases organolíticas é o método mais adequado de funcionalização na posição orto de sistemas aromáticos. De forma geral a reação acontece em duas etapas. Na primeira ocorre a abstração do próton orto pela base organolítica, seguindo-se à neutralização eletrofílica, que implica na formação do produto 1,2-dissubstituído. O melhoramento do potencial das bases organolíticas muitas das vezes é alcançado utilizando agentes quelantes, tais como

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Section: Introductionunclassified

General Principles ofortho-Lithiation in Arylphosphinamides

Bastos¹,

Popovici²,

Souza³

et al. 2014

Revista Virtual De Química

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“…The coordination of lanthanides with ligands containing P----O groups is not uncommon. Studies on complexes of lanthanides with phosphoramides (Sylvanovich andMadan 1972, Airoldi et al 1976), phosphonates (Stewart and Siddall 1971;Mikulski et al 1977), phosphinamides (Vicentini and Braga 1971;Vicentini and Dunstan 1972) and pho~phine oxides (Cousins and H a r t 1968;Donohogue and Fernandez 1970) have been reported. However, complexes of lanthanides with alkyl phosphoramidates are unknown.…”

Section: Introductionmentioning

confidence: 99%

Complexes of lanthanide nitrates with O,O′,N-triisopropyl phosphoramidate

Premlatha

Soundararajan

1979

Proc. Indian Acad. Sci. (Chem. Sci.)

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Alamset. A substituted phosphoramidate has boon used as a ligand to lanthanidcs for the first time. New complexes of lanthanido nitrates with O,O',N-triisopropyl phosphoramidate (TIP) of the genexal formula Ln(TIP),(NOa)) wharr Ln = La --Yb and Y have been synthesisod and charactedscd by chcm_ical analysis, infrared and visible eiectronic spectra and electrical conductance.Infrared spectra indicate the coordination of the ligand to the metal ions through the oxygen of the P = O group. Ig and conductance show that the nitrate groups are all coordinated. Electronic spectral shapes have boon interpreted in terms of an eight coordinate geometry around the metal ions.Keywecds. Lanthanide nitrate complexes; triisopropyl phosphoramidato; infrared spectra; visible eleclzonic spectra; electrical conductance.

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ChemInform Abstract: DARST. UND CHARAKTERISIERUNG VON 1 ZU 3‐ADDUKTEN VON SELTENERDMETALL(III)‐NITRATEN MIT N,N‐DIMETHYL‐DIPHENYLPHOSPHINAMID

Vicentini¹,

Braga²

1971

Chemischer Informationsdienst. Organische Chemie

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N,N-dimethyl-diphenylphosphinamide adducts of some lanthanide nitrates

Cited by 13 publications

References 8 publications

General Principles ofortho-Lithiation in Arylphosphinamides

General Principles ofortho-Lithiation in Arylphosphinamides

Complexes of lanthanide nitrates with O,O′,N-triisopropyl phosphoramidate

ChemInform Abstract: DARST. UND CHARAKTERISIERUNG VON 1 ZU 3‐ADDUKTEN VON SELTENERDMETALL(III)‐NITRATEN MIT N,N‐DIMETHYL‐DIPHENYLPHOSPHINAMID

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