Synthesis, properties and crystal structures of dicopper(I) and disilver(I) complexes with 1,8-naphthyridine (napy): [Cu2(napy)2](ClO4)2 and [Ag2(napy)2](ClO4)2

Munakata, Megumu; Maekawa, Masahiko; Kitagawa, Susumu; Adachi, M.; Masuda, Hideki

doi:10.1016/s0020-1693(00)80495-8

Cited by 79 publications

(27 citation statements)

References 73 publications

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“…[131] The Cu-Cu distances of 13 (2.4233(10) )a nd 14 (2.4289(11) )w eres horter than those supported by triazenides and amidinates.A kin to the structures of 1-14,t he neutral 1,8-naphthyridine (NAPY)-stabilized dicationic dicopper complex[ Cu(m-k 2 -NAPY)] 2 (ClO 4 ) 2 (15)w as characterized as well. [132] Except for complex 11,t he Cu-Cu distance of 2.506(2) in 15 was longer than those of 1-14,p resumably due to the stronger repulsive interactions. Chem.…”

Section: Nitrogen Donor-supported Dicopper(i) Complexesmentioning

confidence: 99%

Cuprophilic Interactions in and between Molecular Entities

Harisomayajula

Makovetskyi

Tsai

2019

Chemistry A European J

155

127

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Despite being weak attractive forces, closed‐shell metallophilic interactions play important roles in the Group 11 metal complexes on their diverse structural and physical features. A plethora of experimental and computational studies has thus been dedicated to such weak attractive d10–d10 interactions, particularly aurophilic and argentophilic interactions. Although d10–d10 CuI–CuI forces had been recognized for four decades, cuprophilic interactions are less explored and they are best evidenced by single‐crystal X‐ray crystallographic analysis on CuI complexes and aggregates thereof, by which precise information about the Cu⋅⋅⋅Cu contacts, shorter than the sum of two van der Waals radii (3.92 Å) between the copper centers concerned can be obtained. Based on recently compelling experimental and spectroscopic evidence for intra‐ and intermolecular cuprophilic interactions in copper chemistry, the present Minireview summarizes recent progress in the past three decades in the synthesis and structures of multinuclear homometallic copper complexes, whereby supported and unsupported d10–d10 CuI–CuI interactions are at work.

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Section: Nitrogen Donor-supported Dicopper(i) Complexesmentioning

confidence: 99%

Cuprophilic Interactions in and between Molecular Entities

Harisomayajula

Makovetskyi

Tsai

2019

Chemistry A European J

155

127

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“…In disilver(I) complexes containing an eight-membered Ag-N-C-N-Ag-N-C-N ring, silversilver distances between 2.655 and 3.187 Å have been found, [1][2][3][4][5][6][7] a few of these values being lower than twice the metallic silver radius (2.889 Å). Analogous rings are also known for Cu(I) 4,5,8 and Au(I). 6 The possibility of silver-silver bonding in these compounds has been discussed in these references, concluding that the short distance between silver atoms does not necessarily mean that a bond is formed.…”

Section: Introductionmentioning

confidence: 99%

Theoretical Studies of Ag−Ag Closed-Shell Interaction in the Silver(I) Dimer Bis-μ-(5,7-dimethyl[1,2,4]triazolo[1,5-a]pyrimidine) Dinitrato Disilver(I): A RHF and Density Functional Study

1998

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Calculations on [Ag(NHCHNH)] 2 and [Ag(dmtp)(NO 3 )] 2 complexes have been performed at RHF, DFT (B3LYP), and MP2 levels. Geometry optimizations have been performed on both compounds comparing the result obtained with the different levels of theory and basis set against the available experimental X-ray data. The existence of M‚‚‚M interaction at the different levels has been studied on both complexes using the Bader "Atoms in molecules" methodology.

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“…In addition, these novel ligands offer variable steric capacity of the R groups on the imine nitrogen. It should be possible therefore to inhibit the formation of dimers, as was observed with the linear complexes cited earlier [1], and prepare "open" novel complexes ( Figure 1). …”

Section: Introductionmentioning

confidence: 93%

“…Linear complexes such as the dicopper(I) and disilver(I) 1,8-naphthyridines have shown relatively short metalmetal distances consistent with metal-metal bonding interactions [1], yet they show little tendency to lose a naphthyridine ligand and "open up" the metals to possible interesting and novel reactivity.…”

Section: Introductionmentioning

confidence: 99%

“…Simple 1,8-naphthyridines have been found to form metal complexes in a variety of different binding modes, such as the "linear" [1] type shown below ( Figure 1). Linear complexes such as the dicopper(I) and disilver(I) 1,8-naphthyridines have shown relatively short metalmetal distances consistent with metal-metal bonding interactions [1], yet they show little tendency to lose a naphthyridine ligand and "open up" the metals to possible interesting and novel reactivity.…”

Section: Introductionmentioning

confidence: 99%

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Elaboration of 1,8‐naphthyridine‐2,7‐dicarboxaldehyde into novel 2,7‐dimethylimine derivatives

Walker

Wells

et al. 2002

Journal of Heterocyclic Chem

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The known 1,8-naphthyridine-2,7-dicarboxaldehyde was prepared by SeO 2 oxidation of 2,7-dimethyl-1,8-naphthyridine. The dimethylated naphthyridine molecule was assembled from an adaptation of the Skraup synthesis using 2-amino-6-methylpyridine and crotonaldehyde to afford a reproducible 37% yield, and constitute a significant advance over the literature of this reaction. The condensation of 1,8-naphthyridine-2,7-dicarboxaldehyde with various primary amines (R = -C 6 H 11 , -CH 2 C 6 H 5 , -C(CH 3 ) 3 , -C 10 H 15 , and CH 2 CH 2 SCH 2 CH 3 ) in alcohol affords diimines 1(a-e). The inherent crystallinity of 1(a-e) affords pure compounds in reasonable to excellent yields (ca. 70%) after evaporation of solvent and recrystallization. The anticipated spectroscopic features of (N=C-H) 1 H nmr shift and ν(C=N) in the ir spectrum appear around 8.50 δ and 1640 cm -1 , respectively, for the series 1(a-e). These novel naphthyridines typically display the signature 1 H nmr doublets at ca. 8.15-8.30 δ ascribed to the 3 and 4 naphthyridine protons, consistent with a mirror plane (through the quaternary carbons) perpendicular to the naphthyridine plane, and syn, syn relationships of the naphthyridine moiety with each imine nitrogen lone pair. Complexation studies of 1(a-e) with transition metals of biological relevance such as copper(I) and copper(II) will be reported elsewhere.

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Synthesis, properties and crystal structures of dicopper(I) and disilver(I) complexes with 1,8-naphthyridine (napy): [Cu2(napy)2](ClO4)2 and [Ag2(napy)2](ClO4)2

Cited by 79 publications

References 73 publications

Cuprophilic Interactions in and between Molecular Entities

Cuprophilic Interactions in and between Molecular Entities

Theoretical Studies of Ag−Ag Closed-Shell Interaction in the Silver(I) Dimer Bis-μ-(5,7-dimethyl[1,2,4]triazolo[1,5-a]pyrimidine) Dinitrato Disilver(I): A RHF and Density Functional Study

Elaboration of 1,8‐naphthyridine‐2,7‐dicarboxaldehyde into novel 2,7‐dimethylimine derivatives

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