Dipicolinic acid structure

The ciystal structure of dipicolinic acid was first solved by Takusagawa et... 

This chapter discusses the coordination chemistry of selected main group and transition metal complexes with dipicolinic acid, its analogues, and derivatives as ligands. Selected elements will be presented in terms of increasing atomic number. Out of all of the alkali metals, there has been a report of the crystal structure of sodium coordinated to dipicolinic acid. Calcium, magnesium, and strontium, three alkaline earth metals, are popular metal centers, which have been reported in the literature to be coordinated to dipicolinic acid or its analogues. ... 

Reaction of (C5H5)2Ti(CH3)2 or (CH3)4C2(C5H4)2Ti(CH3)2 with dipicolinic acid produced several titanoeene dipieolinate derivatives. Figure 5 shows the structure of one of those derivatives. As expected from structural studies on other transition metal dipieolinate complexes, the dipieolinate ligand is... 

Chemical crystallography is the study of the principles of chemistry behind crystals and their use in deseribing strueture-property relations in solids. The prineiples that govern the assembly of crystal and glass structures are deseribed, models of many of the teehnologically important erystal struetures are studied, and the effect of crystal structure on the various fundamental meehanisms responsible for many physical properties are discussed. This new book presents and reviews data on the coordination chemistry of several metal complexes with dipicolinic acid and the erystal structure of some antimalarial metal complexes. 

Analogous to the work on dipicolinic acid reported in Section 31.5.2, a range of titanium(IV) peroxo complexes (35) have been prepared which encompass an oxygen-nitrogen anionic chelating ligand and hexamethylphosphortriamide.171 The crystal structure of... 

Interaction of Np(IV) with dipicolinic acid in solution was not investigated. On the other hand, the formation of solid compound with ratio Np to DPA equal to 1 3 is observed [117]. Crystal structure of the complex... 

Crystal structure [(Np02)2(DPA)(H20)5] (11) consists of infinite chains extending along the direction [100] that are built from Np02 cations, anions of dipicolinic acids and water molecules [86]. Two crystallographically... 

FIGURE 17 Schematic formation of D3-symmetrical lanthanide triple-helical building blocks with (A) 2,6-dipicolinic acid and (B) 2,2 6, 2" terpyridine. Structures of the complexes [ 17(115 )3] and [Eu(L16%] + are redrawn from Harrowfield et al. (1995) and Semenova et al. (1999), respectively. 

Bacterial spores are the most resistant microbial structures toward extreme conditions. As a consequence, they find applications in the evaluation of the efficiency of sterilization processes. They are also present in the ominous Bacillus anthracis spores which have been the biological vectors in anthrax attacks. Dipicolinic acid is a remarkable constituent of these spores so that they may be detected through complexation with Tb ". In the proposed procedure. Cable et al. (2007) start from a macrocyclic complex, [Tb(D02A)]+ where D02A is 1,4,7,10-tetraazacyclododecane-... 

A series of water-stable [Ln2L3] helicates with dipicolinic acid-based ligands, which form nine-coordinate tris-tridentate Ln " " complexes, has been reported. In the absence of crystal structures, a variety of spectroscopic experiments in combination with molecular modeling were performed to determine the structure. ... 

It has been demonstrated that dimeric ternary Ln(iii)-cyclen complexes can be formed in solution based on the general self-assembly structure dipicolinic-acid-(Ln-cyclen)2 (see Fig. 13) and it has been shown that these self-assemblies can function as anion displacement probes, acting as a sensor or probe for the detection of H2P20y , H2P04 and... 

Lanthanide coordination chemistry is still not completely understood, and many attempts are usually required to design specific Inminescent lanthanide complexes. As an alternative to rational design, a combinatorial approach shows promise for the development of specific luminescent lanthanide materials. Shinoda et al. built a combinatorial library to optimize luminescent lanthanide complexes structurally for the selective detection of amino acids. The lanthanide complex library included 196 combinations of 4 lanthanide centers, 7 pyridine ligands, and 7 amino acid substrates (Figure 16.16). The luminescence responses for amino acids depended on the nature of the ligand used. A series of Tb + complexes typically exhibited interesting luminescence responses. The TV+-picolinic acid complex and Tb -pyrazinecar-boxylic acid complex preferred zwitterionic Ala, Val, Phe, and Gin, whereas the Tb complex with dipicolinic acid favored anionic Gin and Asp. 

The major work in the area was done by scientists from KRI, Russia. In several papers, the extraction of elements present in PUREX waste solutions by diamides of dipicolinic acid (DPA, see Strncture 19.6) was evaluated (Alyapyshev, 2004,2009 Romanovskiy, 2006). Other similar reagents with good extraction properties are diamides of 2,2 -dipyridyl-6,6 -dicarboxylic acid (Dyp, see Structure 19.6). 

Our work with dipicolinate derivatives also indicates that nitrogen donors can be preferred over oxygen donors in certain cases. To better understand the binding behavior of dipicolinate, we explored the coordination geometries of various DPA analogues with Tb. Three structural isomers were examined pyridine-2,4-dicarboxylic acid (2,4-DPA), pyridine-3,5-dicarboxylic acid (3,5-DPA), and dipicolinate itself (pyridine-2,6-dicarboxylic acid, DPA). Picolinic acid (Pic) and Pyr, which have one and both carboxyl arms eliminated, respectively, were also included. As DPA usually coordinates in a tridentate fashion with the two... 

For the better part of two decades, the chemistry of self-assembled systems containing lanthanides has been dominated by hehcate systems [20, 21]. Simple tridentate ligands such as 2,6-dipicolinate, terpyridyl and 6-(diaminocarbonyl)-picolinic acid form stable and luminescent triple helicate complexes in water [21-24]. Polymetallic chelates can be assembled by using related ligand structures that can bridge between two metal centres. 

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