2015
DOI: 10.1039/c5dt01392e
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Derivatization of (quinolin-8-yl)phosphinimidic amides via ortho-lithiation revisited

Abstract: 5The direct ortho-lithiation of N-H containing (quinolin-8-yl)phosphinimidic amides by reaction with 1 equiv. of n-BuLi described by Wang and co-workers has been re-examined. The multinuclear magnetic resonance ((1)H, (2)H, (7)Li, (13)C, (15)N and (31)P) study of the species formed in the monolithiation of N-(tert-butyl)-P,P-diphenyl-N'-(quinolin-8-yl)phosphinimidic amide 5 with n-BuLi in THF showed that proton abstraction occurred exclusively and quantitatively at the NH. The combination of the NMR results wi… Show more

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Cited by 4 publications
(1 citation statement)
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“…Traditional routes to access these anions involve the deprotonation reaction of amido P(V) precursors such as [(RNH) 3 P=E] (E=NR, O, S or Se) in the anhydrous aprotic medium. Strong organometallic reagents that contain main group metal ions such as Li + , Mg 2+ , Zn 2+ and Al 3+ and reactive organyls like alkyls, aryls and silylamides were used as the typical deprotonating agents . The imido‐P(V) anions were isolated as their corresponding metal complexes that exhibit interesting cluster and cage‐like geometries in several instances.…”
Section: Introductionmentioning
confidence: 99%
“…Traditional routes to access these anions involve the deprotonation reaction of amido P(V) precursors such as [(RNH) 3 P=E] (E=NR, O, S or Se) in the anhydrous aprotic medium. Strong organometallic reagents that contain main group metal ions such as Li + , Mg 2+ , Zn 2+ and Al 3+ and reactive organyls like alkyls, aryls and silylamides were used as the typical deprotonating agents . The imido‐P(V) anions were isolated as their corresponding metal complexes that exhibit interesting cluster and cage‐like geometries in several instances.…”
Section: Introductionmentioning
confidence: 99%