Advanced search
Publication Cover
Phosphorus, Sulfur, and Silicon and the Related Elements Volume 189, 2014 - Issue 7-8: Special Issue Dedicated to Louis D. Quin
Submit an article Journal homepage
147
Views
8
CrossRef citations to date
0
Altmetric
Original Articles

Synthesis and Complexing Properties of Phosphorus-Substituted Pyridine-2-Carboxylic Acid Anilides

Diana V. AleksanyanA. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow, RussiaCorrespondence[email protected]
View further author information
,
Yulia V. NelyubinaA. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow, RussiaView further author information
,
Zinaida S. KlemenkovaA. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow, RussiaView further author information
&
Vladimir A. KozlovA. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow, RussiaView further author information
Pages 1028-1042 | Received 30 Jan 2014, Accepted 03 Mar 2014, Published online: 04 Aug 2014
 
Sample our Physical Sciences journals, sign in here to start your FREE access for 14 days

Abstract

Novel phosphorus-containing ligands have been synthesized by the condensation of 2-(thio)phosphorylated anilines with 2,6-dichloro- and 4-chloropyridine-2-carbonyl chlorides in the presence of Et3N and unsubstituted pyridine-2-carboxylic acid using P(OPh)3 as a coupling agent. The compounds derived readily form complexes with a range of transition metals (M=Re(I), Pd(II), and Cu(II)), serving as bi- or tridentate monoanionic ligands. The composition and structure of the resulting metallocycles depend both on the presence/amount of the Cl atoms in the pyridine ring and on the nature of the donor atom X in the P=X moiety. The novel compounds were characterized by multinuclear NMR and IR spectroscopy as well as X-ray crystallography.

GRAPHICAL ABSTRACT

Additional information

Funding

This work was supported by the Russian Foundation for Basic Research, project no. 12-03-00793-a.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Order Reprints Request Corporate Permissions

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

Request Academic Permissions

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.

Related Research Data

CCDC 982069: Experimental Crystal Structure Determination
Source: Cambridge Crystallographic Data Centre
CCDC 982070: Experimental Crystal Structure Determination
Source: Cambridge Crystallographic Data Centre
Oxazoline chemistry. Part VIII. Synthesis and characterization of a new class of pincer ligands derived from the 2-( -anilinyl)-2-oxazoline skeleton — Applications to the synthesis of group X transition metal catalysts
Source: (:unav)
Structure and properties of bivalent nickel and copper complexes with pyrazine-amide-thioether coordination: stabilization of trivalent nickel
Source: Royal Society of Chemistry (RSC)
Spin States and Stability of FeIII Complexes of Ligands with Carboxamido Nitrogen and Phenolato Oxygen Donors
Source: Wiley-Blackwell
Synthetic analog approach to metallobleomycins. 1. Syntheses, structures and properties of the copper complexes of two peptides related to bleomycins
Source: American Chemical Society (ACS)
Monoanionic salicylaldimine ligands with (thio)phosphoryl pendant arms: Synthesis and complexing features
Source: Elsevier BV
A short history of SHELX
Source: International Union of Crystallography (IUCr)
CCDC 982067: Experimental Crystal Structure Determination
Source: Cambridge Crystallographic Data Centre
(Thio)phosphoryl-functionalized enaminoketones: Synthesis, structure, and complexing properties towards transition metal ions
Source: Elsevier BV
Azo-containing pyridine amide ligand. A six-coordinate nickel(II) complex and its one-electron oxidized species: Structure and properties
Source: Elsevier BV
Co(III) Complexes with Coordinated Carboxamido Nitrogens and Thiolato Sulfurs as Models for Co-Containing Nitrile Hydratase and Their Conversion to the Corresponding Sulfinato Species
Source: American Chemical Society (ACS)
IMPROVED PROCEDURES FOR PREPARATION OF 4-HYDROXY- AND 2-AMINO-4-METHOXY-2-AMINOPYRIDINES
Source: Informa UK Limited
New palladium, patinum and nickel complexes based on rigid phosphorus and nitrogen containing ligands
Source: Elsevier BV
CCDC 982068: Experimental Crystal Structure Determination
Source: Cambridge Crystallographic Data Centre
Synthesis, crystal structure and properties of trigonal bipyramidal [M(L5)2(H2O)]·H2O complexes [M = cobalt(II) (S = 3/2) or copper(II) (S = 1/2); HL5 = N-(2-chloro-6-methylphenyl)pyridine-2-carboxamide]
Source: Royal Society of Chemistry (RSC)
Lithium, zinc and scandium complexes of phosphorylated salicylaldimines: synthesis, structure, thermochemical and photophysical properties, and application in OLEDs
Source: Royal Society of Chemistry (RSC)
Cobalt(ii) and cobalt(iii) complexes of thioether-containing hexadentate pyrazine amide ligands: C–S bond cleavage and cyclometallation reaction
Source: Royal Society of Chemistry (RSC)
Catalytic activity of k3-X,N,Y-palladium pincer complexes (X, Y = O, S) with (thio)phosphoryl-substituted carbamoylmethylphosphine oxide and sulfide ligands in the Suzuki cross-coupling
Source: Elsevier BV
A Rare Type of Rhenium(I) Diimine Complexes with Unsupported Coordinated Phosphine Oxide Ligands: Synthesis, Structural Characterization, Photophysical and Theoretical Study
Source: Wiley
Design of pincer complexes based on (methylsulfanyl)acetic/propionic acid amides with ancillary S- and N-donors as potential catalysts and cytotoxic agents
Source: Wiley
Coordination of P(X)-modified (X=O, S) N-aryl-carbamoylmethylphosphine oxides and sulfides with Pd(II) and Re(I) ions: Facile formation of 6,6-membered pincer complexes featuring atropisomerism
Source: Elsevier BV
Effective Modular Assembling of Novel Ligands Starting from (Thio)Phosphorylated Anilines
Source: Informa UK Limited
Bispyridylamides?coordination chemistry and applications in catalytic reactions
Source: Elsevier BV
Synthesis, characterization and luminescence properties of Eu(III) and Tb(III) complexes with novel pyrazole derivatives and 1,10-phenanthroline
Source: Elsevier BV
The Infrared Spectra of Complex Molecules
Source: Springer Netherlands
Equilibrium and structural studies of complexes with a hexadentate ligand containing amide, amine and pyridyl nitrogen donors. Crystal structures of copper(ii), nickel(ii) and cobalt(iii) complexes
Source: Royal Society of Chemistry (RSC)
N-(Aryl)picolinamide Complexes of Ruthenium: Usual Coordination and Strategic Cyclometalation
Source: Wiley
CCDC 982071: Experimental Crystal Structure Determination
Source: Cambridge Crystallographic Data Centre
Control of the stereochemistry of four-co-ordinate copper(II) complexes by pyridinecarboxamide ligands: crystal structure, spectral and redox properties
Source: Royal Society of Chemistry (RSC)

Linking provided by 

Related research

People also read lists articles that other readers of this article have read.

Recommended articles lists articles that we recommend and is powered by our AI driven recommendation engine.

Cited by lists all citing articles based on Crossref citations.
Articles with the Crossref icon will open in a new tab.