Pendent Nucleophiles on Coordination Complexes: Hydrogen-Bond Donor and Acceptor Ability

Clegg, Jack K.; Harrowfield, Jack M.; Kim, Yang; Lee, Young Ho; Mădălan, Augustin M.; Thuéry, Pierre; Woo, Arim

doi:10.1071/ch11447

Cited by 5 publications

(2 citation statements)

References 52 publications

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“…Hypodentate bonding modes are emerging both as interesting and important isolated species and as postulated intermediates in the formation and dissociation of chelate complexes of these ligands as well as in novel dynamic processes. Although originally formulated for oligopyridines, the hypodentate concept has found broader acceptance, especially in the study of polydentate amines [15,16,17,18,19,2021,22,23,24,25,26,27,28,29,30,31,32,33,34,35]. The description hypodentate has been used to refer both to the ligand and to the complexes incorporating such ligands.…”

Section: What Is Hypodentate Coordination?mentioning

confidence: 99%

More hydra than Janus – Non-classical coordination modes in complexes of oligopyridine ligands

Constable

Housecroft

2017

Coordination Chemistry Reviews

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Oligopyridine ligands and the related compound 1,10-phenanthroline have played a critical role in the development of coordination chemistry. This class of ligands probably constitutes the most commonly adopted metal-binding scaffold used in supramolecular and nanoscale chemistry. The adoption of the oligopyridine metal-binding domain in such areas is often predicated upon the assumption that the ligands will adopt chelating polydentate bonding modes. This review highlights the fact that these ligands are a great deal more versatile than this assumption would suggest. In addition to the chelation, cyclometallated and hypodentate bonding modes are also commonly observed.

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Section: What Is Hypodentate Coordination?mentioning

confidence: 99%

More hydra than Janus – Non-classical coordination modes in complexes of oligopyridine ligands

Constable

Housecroft

2017

Coordination Chemistry Reviews

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“…[37] and [Pd(diam-IIIbb-N4)](ClO 4 ) 2 , NESXIU. [36] Compounds with the amine substituents protonated crystallised from acid solution;…”

Section: Compounds Of Cadmium(ii) With Diam and Cis-diammentioning

confidence: 99%

Compounds of amine-substituted cyclic amines: synthesis and structures

Curtis

2022

Aust. J. Chem.

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Cyclic tetra-amines with amine substituents on the central carbon atom of C3 ring segments are readily prepared by reduction of nitro-substituted aza-macrocycles, formed by reactions of metal-ion amine compounds with formaldehyde and a nitro-alkane. Reactions of bis-(ethane-1,2-diamine)-copper(ii) or -nickel(ii) cations with formaldehyde and nitroethane form the trans (anti) and cis (syn) isomers of (6,13-dimethyl-6,13-di-nitro-1,4,8,11-tetra-azacyclotetradecane)-copper(ii) or -nickel(ii)) cations, which are readily reduced to form the trans and cis-6,13-diamino cations, from which the trans- and cis-amine substituted cyclic tetra-amines can be isolated. Similar reactions for the (3,7-diaza-nonane-1,9-diamine)-copper(ii) or -nickel(ii) cations lead to 6-methyl-1,4,8,11-tetra-azacyclotetradecane-6-amine. Amine-substituted cyclic tetra-amines with different ring sizes or alkyl substituents can similarly be prepared by using different diamines or alkyl-nitro compounds. This review is primarily about compounds formed by trans-6,13-diamino and 6-amino-1,4,8,11-tetraazacyclotetradecanes with d-transition-metal ions. The amines react with transition-metal ions in much the same manner as 1,4,8,11-tetraazacyclotetradecane (cyclam), forming compounds with isomeric configurations arising from the four chiral nitrogen centres of coordinated cyclam, the cis- or trans-configurations of the amine substituents and a form of geometrical isomerism arising from the relationship between the chiral coordinated cyclam configuration and the orientation of the substituents. The amine-substituted cyclams coordinate by the four cyclam nitrogen atoms, in planar or folded arrangements, and also by one or both of the amine substituents. Non-coordinated amine substituents can be protonated. The amine substituents can be modified by methylation, amide formation and reaction with aldehydes to form imines. The imines formed with functionalised aldehydes can be reduced to form variously functionalised secondary amine substituents. This all leads to complex coordination chemistry and X-ray crystallographic structure determinations have been critical in understanding the configurations present. Structures in the Cambridge Crystallographic Data Base of all relevant compounds are listed.

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Facultative ligands: structural studies of some mono- and binuclear complexes

Shin

Lee

Won

et al. 2014

J Incl Phenom Macrocycl Chem

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International audienceSingle crystal, X-ray structure determinations on several transition metal ion complexes of multidentate ligands involving hydroxyl-O, imine-N and heterocycle-N donor atoms have shown that both mononuclear and binuclear species can be formed, depending on the ligand, although the form obtained may depend simply upon the reaction stoichiometry. The structures have been analysed in terms of factors which may influence the complex ion nuclearity

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Pendent Nucleophiles on Coordination Complexes: Hydrogen-Bond Donor and Acceptor Ability

Cited by 5 publications

References 52 publications

More hydra than Janus – Non-classical coordination modes in complexes of oligopyridine ligands

More hydra than Janus – Non-classical coordination modes in complexes of oligopyridine ligands

Compounds of amine-substituted cyclic amines: synthesis and structures

Facultative ligands: structural studies of some mono- and binuclear complexes

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