Catalytic activity of a new Ru(<scp>ii</scp>) complex for the hydrogen transfer reaction of acetophenone and<i>N</i>-benzylideneaniline: synthesis, characterization and relativistic DFT approaches

Pérez-Zúñiga, C.; Negrete-Vergara, C.; Yáñez-S, Mauricio; Aguirre, Pedro; Zúñiga, César; Cantero-López, Plinio; Arratia‐Pérez, Ramiro; Moya, Sergio A.

doi:10.1039/c8nj06250a

Cited by 9 publications

(1 citation statement)

References 60 publications

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“…The Fourier transform infrared (FT-IR) spectra of 1 , 2 , and Pd@2 are compared in Figure S67. The ν N–H , ν CN , and ν P–C bands for 1 appearing at 3143, 1571, and 1447 cm –1 are shifted to 3136, 1584, and 1485 cm –1 , respectively, in complex 2 . The presence of ν N–H , ν CN , and ν P–C bands for Pd@2 at 3109, 1626, and 1420 cm –1 , respectively, indicated the presence of ligand 1 in it.…”

Section: Resultsmentioning

confidence: 99%

Cationic and Neutral Pd^II and Pt^II Pincer Complexes of Phosphinamino-Triazolyl-Pyridine [PN(H)N]: Pincer Ligand-Stabilized Palladium Nanoparticles and Their Catalytic Annulation of Internal Alkynes to Indenones

Sheokand

Balakrishna

2023

Inorg. Chem.

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We describe the synthesis of a triazolyl-pyridine-based aminophosphine, N-(diphenylphosphaneyl)-6-(1-phenyl)-1H- (1,2,3-triazol-4-yl)H)N hereafter], and its palladium and platinum complexes and their catalytic application. The reaction of 1 with [M(COD)Cl 2 ] (M = Pd or Pt) afforded the cationic complex [(MCl){PN(H)N}-κ 3 -P,N,N]Cl [M = Pd (2) or Pt (3)]. Alternatively, compounds 2 and 3 were also synthesized by treating [2,6-{H 2 N(C 5 H 3 N)(C 2 HN 3 C 6 H 5 )}] (A) with [M(COD)Cl 2 ] (M = Pd or Pt), followed by the addition of stoichiometric amounts of PPh 2 Cl and Et 3 N. The neutral, dearomatized complexes [(MCl){PNN}-κ 3 -P,N,N] [M = Pd (4) or Pt (5)] were prepared by the deprotonation of the NH of 2 and 3 with 1 equiv of t BuOK. Compounds 4 and 5 were also synthesized stepwise by treating [2,6-{H 2 N(C 5 H 3 N)(C 2 HN 3 C 6 H 5 )}] (A) with [M-(COD)Cl 2 ] (M = Pd or Pt) to give intermediate complexes [{MCl 2 }2,6-{NH 2 (C 5 H 3 N)(C 2 HN 3 C 6 H 5 )-κ 2 -N,N}] [M = Pd (B) or Pt (C)], which were subsequently phosphinated. The in situ-generated PNN ligand-stabilized Pd nanoparticles from compound 2 catalyzed the annulation of o-bromobenzaldehyde with alkynes to yield indenone derivatives. Mechanistic investigations suggested that the reaction was catalyzed by Pd nanoparticles (Pd@2) generated from compound 2 and proceeded through sequential oxidative addition, alkyne insertion, and reductive elimination steps to produce indanone products.

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Section: Resultsmentioning

confidence: 99%

Cationic and Neutral Pd^II and Pt^II Pincer Complexes of Phosphinamino-Triazolyl-Pyridine [PN(H)N]: Pincer Ligand-Stabilized Palladium Nanoparticles and Their Catalytic Annulation of Internal Alkynes to Indenones

Sheokand

Balakrishna

2023

Inorg. Chem.

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C_3h‐symmetric and C_s‐symmetric Triformyl Triindolo‐Truxenes: Synthesis and Properties

Chen

Wang

et al. 2021

Asian J Org Chem

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C3h‐symmetric and Cs‐symmetric triformyl triindolo‐truxenes with different substitution positions of formyl groups were developed by two synthetic strategies. Direct formylation of triindolo‐truxene using Rieche formylation produced C3h‐symmetric and Cs‐symmetric triformyl triindolo‐truxenes in one‐pot. Four‐step synthesis starting from truxene gave a carbonyl‐modified C3h‐symmetric triformyl triindolo‐truxene. The optical and electrochemical properties of triformyl triindolo‐truxenes were modulated by changing the substitution positions of formyl groups and introducing carbonyl groups into molecules. The Cs‐symmetric triformyl triindolo‐truxenes exhibited red‐shifted absorption and emission, higher HOMO levels, and narrower HOMO‐LUMO gaps than those of C3h‐symmetric analogues. Furthermore, carbonyl‐modified C3h‐symmetric triformyl triindolo‐truxene showed the longest absorption and emission and narrowest HOMO‐LUMO gap among its analogues. The assembly of triformyl triindolo‐truxenes in single crystals and solution was investigated. This work provides valuable building blocks for constructing supramolecular architectures and adds new aspects of reactivity and structure‐property relationship of triindolo‐truxene.

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Synthesis and Crystal Structures of Novel Group 6B Metal Carbonyl Complexes with N‐(4‐methyl‐2‐pyridinyl)‐P,P‐diphenylphosphinous Amide Ligand

Al‐Masri,

Alrawashdeh,

Almejled

et al. 2024

Zeitschrift anorg allge chemie

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The reaction of N‐(4‐methyl‐2‐pyridinyl)‐P,P‐diphenylphosphinous amide ligand 4‐Me‐C5H3N‐2‐NH(PPh2) (1) with M(CO)6 (M = Cr, Mo, W) in refluxing toluene afforded a mononuclear group 6B metal tetracarbonyls [M(CO)4{1‐κ2P,N}] (M = Cr(2), Mo(3), W(4) ). Complexes 2–4 were characterized by multinuclear NMR (1H, 13C and 31P NMR) and IR spectroscopy, and their structures were also determined by single crystal X‐ray diffraction. 2 and 4 represent the first examples of structurally characterized complexes of such ligands with group 6B metal carbonyls.

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Catalytic activity of a new Ru(ii) complex for the hydrogen transfer reaction of acetophenone andN-benzylideneaniline: synthesis, characterization and relativistic DFT approaches

Abstract: The synthesis and characterization of a new ruthenium(ii) complex containing a hemilabile P^N-ligand are reported.

Cited by 9 publications

References 60 publications

Cationic and Neutral Pd^II and Pt^II Pincer Complexes of Phosphinamino-Triazolyl-Pyridine [PN(H)N]: Pincer Ligand-Stabilized Palladium Nanoparticles and Their Catalytic Annulation of Internal Alkynes to Indenones

Cationic and Neutral Pd^II and Pt^II Pincer Complexes of Phosphinamino-Triazolyl-Pyridine [PN(H)N]: Pincer Ligand-Stabilized Palladium Nanoparticles and Their Catalytic Annulation of Internal Alkynes to Indenones

C_3h‐symmetric and C_s‐symmetric Triformyl Triindolo‐Truxenes: Synthesis and Properties

Synthesis and Crystal Structures of Novel Group 6B Metal Carbonyl Complexes with N‐(4‐methyl‐2‐pyridinyl)‐P,P‐diphenylphosphinous Amide Ligand

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Catalytic activity of a new Ru(ii) complex for the hydrogen transfer reaction of acetophenone andN-benzylideneaniline: synthesis, characterization and relativistic DFT approaches

Abstract: The synthesis and characterization of a new ruthenium(ii) complex containing a hemilabile P^N-ligand are reported.

Cited by 9 publications

References 60 publications

Cationic and Neutral PdII and PtII Pincer Complexes of Phosphinamino-Triazolyl-Pyridine [PN(H)N]: Pincer Ligand-Stabilized Palladium Nanoparticles and Their Catalytic Annulation of Internal Alkynes to Indenones

Cationic and Neutral PdII and PtII Pincer Complexes of Phosphinamino-Triazolyl-Pyridine [PN(H)N]: Pincer Ligand-Stabilized Palladium Nanoparticles and Their Catalytic Annulation of Internal Alkynes to Indenones

C3h‐symmetric and Cs‐symmetric Triformyl Triindolo‐Truxenes: Synthesis and Properties

Synthesis and Crystal Structures of Novel Group 6B Metal Carbonyl Complexes with N‐(4‐methyl‐2‐pyridinyl)‐P,P‐diphenylphosphinous Amide Ligand

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Product

Resources

About

Cationic and Neutral Pd^II and Pt^II Pincer Complexes of Phosphinamino-Triazolyl-Pyridine [PN(H)N]: Pincer Ligand-Stabilized Palladium Nanoparticles and Their Catalytic Annulation of Internal Alkynes to Indenones

Cationic and Neutral Pd^II and Pt^II Pincer Complexes of Phosphinamino-Triazolyl-Pyridine [PN(H)N]: Pincer Ligand-Stabilized Palladium Nanoparticles and Their Catalytic Annulation of Internal Alkynes to Indenones

C_3h‐symmetric and C_s‐symmetric Triformyl Triindolo‐Truxenes: Synthesis and Properties