Simple protocol for the synthesis of the asymmetric PCP pincer ligand [C6H4-1-(CH2PPh2)-3-(CH(CH3)PPh2)] and its Pd(II) derivative [PdCl{C6H3-2-(CH2PPh2)-6-(CH(CH3)PPh2)}]

Naghipour, Ali; Ghasemi, Zahra; Morales‐Morales, David; Serrano‐Becerra, Juan M.; Jensen, Craig M.

doi:10.1016/j.poly.2008.02.005

Cited by 14 publications

(5 citation statements)

References 52 publications

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“…The subsequent four-step synthesis has a very good overall yield and the resultant ligand 3 reacts with PdCl 2 (COD) to give the desired 3PdCl pincer complex. 14 The reported synthetic methodology unfortunately yields a mixture of stereoisomers that were unresolved but serves as an excellent proof of concept and there is potential to use this methodology to make a variety of non-symmetrical pincer ligands. This type of modification is obviously not possible in the case of POCOP I.…”

Section: Perspectivementioning

confidence: 99%

Non-symmetric pincer ligands: complexes and applications in catalysis

2015

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Pincer ligands have become ubiquitous in organometallic chemistry and homogeneous catalysis. Recently, new varieties of pincer ligands with non-symmetrical backbones and/or ligating groups have been reported and their application in transition metal complexes has been exploited in a variety of catalytic transformations. This non-symmetric approach vastly increases the structural and electronic diversity of this class of ligand. This approach has proven beneficial in a variety of ways, such as the use of a single weakly coordinating moiety, which can dissociate and thereby create a vacant coordination site to increase the catalyst activity. Additionally, this provides further access to chiral ligands and complexes for asymmetric induction. This perspective highlights recent, important examples of non-symmetric pincer ligands, which feature aryl or pyridine backbones, and the synthesis and use of subsequent complexes in catalytic transformations, and discusses the future potential of this type of ligand system.

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Section: Perspectivementioning

confidence: 99%

Non-symmetric pincer ligands: complexes and applications in catalysis

2015

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“…Taking these results into account, it seems very interesting to develop hybrid, non-symmetrical YCY 0 pincer Pd complexes such as PCN type since different donors (''hard" N and ''soft" P in PCN pincers) may provide a better tuning of the catalytic properties or give unique reactivity. By contrast, the synthesis and applications of non-symmetrical pincer Pd complexes have less often been reported [25][26][27][28][29][30]. This is partly because their preparation is a considerable challenge, which is laborious and requires a series of steps to introduce different donors.…”

Section: Introductionmentioning

confidence: 99%

Facile synthesis of achiral and chiral PCN pincer palladium(II) complexes and their application in the Suzuki and copper-free Sonogashira cross-coupling reactions

Zhang

Wang

Gong

et al. 2009

Journal of Organometallic Chemistry

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“…The chemistry of E,C,E‐coordinating (E = donor atom) pincer‐type ligands is of ongoing interest. Since our previous report on the phosphorus‐containing non‐symmetric O,C,S‐coordinating pincer‐type ligand {3‐ t Bu‐5‐[P(S)Ph 2 ]C 6 H 3 }P(O)(O i Pr) 2 a number of novel such pincer‐type ligands have been published and randomly selected examples are shown in Scheme . The classic pincer‐type ligands are based on aromatic backbones to which the donor functions are linked by spacers of different lengths.…”

Section: Introductionmentioning

confidence: 99%

A Novel Ferrocene‐Backboned Unsymmetrical Pincer‐Type Proligand and Its Organotin Derivatives

et al. 2019

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In this contribution we report the synthesis of the novel unsymmetrical ferrocene‐based pincer‐type proligand η5‐CpFeη5‐C5H2‐1‐Br‐2‐PPh2‐5‐CH2NMe2 (1). Its reactivity is demonstrated by isolation of related organotin derivatives η5‐CpFeη5‐C5H2‐1‐SnR3‐2‐PPh2‐5‐CH2NMe2 (3, R = Ph; 4, R = Me). The reactions of compounds 3 and 4 with H2O2 and elemental sulfur gave the corresponding ferrocenylphosphane oxide (5) and the sulfides (6, 7), respectively. Most remarkably, an unprecedented reaction of the organotin derivative 3 with elemental iodine was observed, providing the ammonium salt [η5‐CpFeη5‐C5H2‐1‐SnPh2I‐2‐P(O)Ph2‐5‐CH2NHMe2]I (8). The compounds are characterized by elemental analyses, 1H, 13C, 31P, 119Sn NMR spectroscopy, electrospray ionization mass spectrometry, and single‐crystal X‐ray diffraction analyses (3–8). Also reported are the solid‐state structures of the hydrolysis products [η5‐CpFeη5‐C5H2‐1‐SnPh2(OH)‐2‐P(O)Ph2‐5‐CH2NHMe2]·0.5H2O (9a) and [η5‐CpFeη5‐C5H2‐1‐SnPh(OH)‐2‐P(O)Ph2‐5‐CH2NMe2]2[I3]2 (9b) that were isolated by serendipity.

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Simple protocol for the synthesis of the asymmetric PCP pincer ligand [C6H4-1-(CH2PPh2)-3-(CH(CH3)PPh2)] and its Pd(II) derivative [PdCl{C6H3-2-(CH2PPh2)-6-(CH(CH3)PPh2)}]

Cited by 14 publications

References 52 publications

Non-symmetric pincer ligands: complexes and applications in catalysis

Non-symmetric pincer ligands: complexes and applications in catalysis

Facile synthesis of achiral and chiral PCN pincer palladium(II) complexes and their application in the Suzuki and copper-free Sonogashira cross-coupling reactions

A Novel Ferrocene‐Backboned Unsymmetrical Pincer‐Type Proligand and Its Organotin Derivatives

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