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Sal'keeva, L. K.; Nurmagambetova, M. T.; Kurmanaliev, O. Sh.; Gazizov, T. Kh.

doi:10.1023/a:1024723517711

Cited by 4 publications

(3 citation statements)

References 1 publication

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“…Subsequent studies demonstrated that an Arbuzov-type reaction occurred, which is also applicable to acyclic substrates, such as derivative 30 (Scheme 39). [113][114][115] Scheme 39 Arbuzov-type reaction to yield secondary a phosphine oxide.…”

Section: Scheme 36mentioning

confidence: 99%

Air- and Moisture-Stable Secondary Phosphine Oxides as Preligands in Catalysis

Ackermann¹

2006

Synthesis

229

108

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Section: Scheme 36mentioning

confidence: 99%

Air- and Moisture-Stable Secondary Phosphine Oxides as Preligands in Catalysis

Ackermann¹

2006

Synthesis

229

108

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“…With respect to the formation of the actual catalyst, the Brønsted acid mediated Arbuzov-type dealkylation reactions of acyclic and cyclic daop's, particularly bearing tert-butyl substituents on oxygen, are well precedented (Scheme 23). [83][84][85] Scheme 19 Synthesis of novel sterically hindered secondary phosphine oxides. In analogy to these literature reports, we proposed an activation of the daop preligand 13 through coordination to the transition metal, acting here as a Lewis acid.…”

Section: Diaminooxophosphine (Daop) Ligandsmentioning

confidence: 99%

Catalytic Arylations with Challenging Substrates: From Air-Stable HASPO Preligands to Indole Syntheses and C-H-Bond Functionalizations

Ackermann¹

2007

Synlett

366

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“…Importantly, judicious application of (HA)SPO preligands to various cross-coupling reactions has illustrated the usefulness of (HA)SPOs . As a side note, the plausible chemical transformation between a diaminophosphine chloride and diaminophosphine oxide (N–P–N type HASPO) has been reported in the literature. ,,, …”

Section: Introductionmentioning

confidence: 99%

Alkyl(quinolin-8-yl)phosphine Oxides as Hemilabile Preligands for Palladium-Catalyzed Reactions

Chang

et al. 2014

Organometallics

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Preligands of quinolyl-substituted secondary phosphine oxides (SPOs, 2a–d) were prepared and characterized. The unique palladium complex 3, having a distorted-square-pyramidal structure, was obtained from the reaction of 2 equiv of 2c with Pd(COD)Cl2 or [Pd(μ2-Cl)(η3-allyl)]2. In the crystal structure of 3, an apical chloride ligand and a supramolecular tetradentate ligand composed of a deprotonated 2c′ and a neutral 2c′ were resolved (2c′: PA form of 2c). Intriguingly, the gas-phase optimized geometry of 3 converged to a distorted-square-planar structure, which was predicted by density functional calculations. The solid-state distorted-square-pyramidal structure of 3 can only be explained with the consideration of environmental effects (i.e., the electrostatic interactions between the surrounding molecules). As also evidenced by 31P NMR experiments performed in different deuterated solvents, the crystal structure of 3 is retained in solution. In the crystal structure of 3, a long Pd–Cl bond was analyzed by energy decomposition analysis, showing that the bond is dominated by electrostatic character. Furthermore, application of these SPOs using the Heck reaction shows good reactivity toward common aryl bromides. The hemilabile preligand 2c also tautomerizes to the competent ligand 2c′ for palladium-catalyzed three-component reactions.

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Cited by 4 publications

References 1 publication

Air- and Moisture-Stable Secondary Phosphine Oxides as Preligands in Catalysis

Air- and Moisture-Stable Secondary Phosphine Oxides as Preligands in Catalysis

Catalytic Arylations with Challenging Substrates: From Air-Stable HASPO Preligands to Indole Syntheses and C-H-Bond Functionalizations

Alkyl(quinolin-8-yl)phosphine Oxides as Hemilabile Preligands for Palladium-Catalyzed Reactions

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