73041-73-3

Upstream product

• 59-67-6 nicotinic acid 
• 124-09-4 1,6-Hexanediamine 
• 20260-53-1 pyridine-3-carbonyl chloride hydrochloride 
• 10400-19-8 3-pyridinecarbonyl chloride 

Downstream Products

• 81408-01-7 C₃₂H₃₆N₄O₂⁽²⁺⁾*2Cl^(1-) 
• 78844-34-5 N,N'-hexamethylenebis(1-benzyl-3-carbamoyl-1,4-dihydropyridine) 
• 1573115-09-9 C₁₈H₂₂N₄O₂*Co⁽²⁺⁾*H₂O*C₉H₆O₄^(2-) 
• 1573115-08-8 C₁₈H₂₂N₄O₂*Co⁽²⁺⁾*H₂O*C₈H₃NO₆^(2-) 

Relevant academic research and scientific papers

Substituent dependent layer topologies in copper isophthalate coordination polymers containing long-spanning dipyridylamide ligands

Hydrothermal reaction of copper nitrate, a 5-position substituted isophthalic acid, and the long-spanning dipyridylamide ligand 1,6-hexanediaminebis(nicotinamide) (hbn) resulted in two new coordination polymers whose layer topologies and interpenetration mechanisms depend critically on the nature of the substituent. The new phases were structurally characterized by single crystal X-ray diffraction. {[Cu(meoip)(hbn)]·H2O}n (1, meoip?=?5-methoxyisophthalate) exhibits [Cu(meoip)]n chain motifs with embedded {Cu2(OCO)2} dinuclear units, pillared by pairs of hbn ligands into a decorated (4,4) grid topology. {[Cu3(sip)2(hbn)3(H2O)4]·11.5H2O}n (2, sip?=?5-sulfoisophthalate) displays neutral [Cu3(sip)2(H2O)4] fragments connected by hbn ligands into 3,4-connected layer motifs with a {4.62}2{426282} topology, derived from the standard (4,4) grid with regular removal of some pillars. The layer motifs in 2 engage in 2D?+?2D?→?3D parallel interpenetration, with entrained co-crystallized water molecule tapes. Thermal decomposition behavior of the new phases is also discussed.

Divergent topologies in luminescent zinc and cadmium substituted isophthalate coordination polymers constructed from long-spanning dipyridylamide ligand precursors

Hydrothermal reaction of zinc or cadmium nitrate, a 5-position substituted isophthalic acid, and the long-spanning dipyridylamide ligand N,N′-(hexane-1,6-diyl)dinicotinamide (hdn) resulted in coordination polymers whose dimensionalities depend on the nature of the ring substituent and the metal coordination environment. The six new phases were characterized by single crystal X-ray diffraction. {[Zn2(hip)2(H2O)2(hdn)]·2H2O}n (1, hip = 5-hydroxyisophthalate) shows a 1D ladder topology with [Zn(hip)(H2O)]n uprights spanned by disordered hdn rungs. {[Zn2(nip)2(hdn)2]·2H2O}n (2, nip = 5-nitroisophthalate) displays a 1D ribbon motif with [Zn(nip)]n chains pillared by looped pairs of hdn ligands. [Zn3(tbip)2(nic)2]n (3, tbip = 5-tert-butylisophthalate, nic = nicotinate) shows trimeric [Zn3(OCO)2] clusters connected into a 3D 8-connected 42464 bcu net by tbip and in situ generated nic ligands. {[Cd2(ip)2(H2O)4(hdn)]·2H2O}n (4, ip = isophthalate) and {[Cd2(tbip)2(H2O)4(hdn)]·H2O}n (5) both show a ladder topology similar to that in 1. {[Cd(mip)(hdn)]·H2O}n (6, mip = 5-methylisophthalate) manifests a 2D (4,4) grid topology based on linked dimeric [Cd2(OCO)2] units. Luminescent properties were probed; compounds 4 and 6 showed good ability to detect nitrobenzene in ethanol suspension.

Coordination networks of Ag(I) and N,N′ - Bis(3-pyridinecarboxainide)-1,6-hexane: Structures and anion exchange

A bidentate ligand N,N′ - bis(3-pyridinecarboxamide)-1,6-hexane (L) and its silver complexes have been synthesized and characterized by single crystal X-ray diffraction. Reaction of AgClO4 and L in H2O/EtOH gives rise to a coordination polymer [Ag2L3OH][ClO4]·2.5H2O. The X-ray crystal structure of the compound shows honeycomb-like networks in which four-coordinated Ag ions are linked to three-coordinated Ag ions via three ligands L. The coordination of the long ligands L to the Ag ions creates tube-like structures and the tubes of adjacent honeycomb layers are interlocked, leading to an interpenetrating network. The compound [AgL][ClO4], synthesized from CH3OH, is composed of twisted zigzag coordination polymers in which ligands L are linked by Ag ions. Ligand L displays two different conformations A and B within a single strain of polymer. The two conformers differ in the orientation of the two pyridyl-groups which are arranged periodically in the polymer in the sequence ABBABBA. The polymer chains assemble into 2-D undulating sheets via amide hydrogen bonds. Reaction between AgNO3/AgCF3SO3 and L leads to polymeric compounds [AgL][NO3] and [AgL][CF3SO3]. The compounds are composed of coordination polymers in zigzag conformation and the polymer chains assemble into undulating sheets via inter-chain hydrogen bonds. The inter-sheet Ag-Ag distances of the compounds are in the order [AgL][CF3SO3] > [AgL][ClO4] > [AgL][NO3]. The anion exchange properties of the compounds are monitored by using X-ray powder diffraction, infrared spectroscopy and elemental analysis. Our results show that the anions in [AgL][NO3] and [AgL][CF3SO3] can be totally replaced with ClO4-. However, the exchange is not reversible. In additional, interconversion between [AgL][NO3] and [AgL][CF3SO3] by anion exchange is shown to be unfeasible. Anion selectivity could be due to the different hydration energy of the anions and the structural reorganization involved in the conversion.

Nitrobenzene-detection cadmium thiophenedicarboxylate coordination polymers with flexible dipyridylamide ligands and diverse topologies

Hydrothermal reaction of cadmium nitrate, 2,5-thiophenedicarboxylic acid (H2tdc) and one of the conformationally flexible dipyridylamide ligands N,N′-(heptane-1,7-diyl)dinicotinamide (hedn), N,N′-(hexane-1,6-diyl)diisonicotinamide (hdin), N,N′-(hexane-1,6-diyl)dinicotinamide (hdn), N,N′-(propane-1,3-diyl)dinicotinamide (pdn), N,N′-(propane-1,3-diyl)diisonicotinamide (pdin) produced five new coordination polymers which were structurally characterized by single-crystal X-ray diffraction. {[Cd(tdc)(hedn)(H2O)]·3H2O}n (1) manifests looped (4,4) grid motifs with two-fold parallel interpenetration. {[Cd(tdc)(hdin)(H2O)]·H2O}n (2) shows stacked (4,4) grid motifs. {[Cd2(tdc)2(hdn)(H2O)4]·H2O}n (3) exhibits herringbone (6,3) grid motifs. In contrast to the 2D topologies seen in 1–3, {[Cd2(tdc)2(pdn)(H2O)2]·4H2O}n (4) displays a 3D self-penetrated net with 6482 nbo topology and [Cd(tdc)(pdin)]n (5) shows a 1D ribbon structure constructed from staple-conformation pdin ligands and {Cd2O2} dimer-containing [Cd(tdc)]n chains. Thermal decomposition and nitrobenzene detection properties of these five new materials are discussed.

Auxiliary dipyridylamide ligand control of dimensionality in copper 5-sulfoisophthalate coordination polymers

Hydrothermal reaction of copper nitrate, sodium 5-sulfoisophthalate (sip), and a long-spanning hydrogen-bonding capable dipyridylamide ligand afforded four coordination polymers whose dimensionality depends critically on the dipyridylamide tether length. The four new phases were structurally characterized via single-crystal X-ray diffraction. {[Cu8(sip)4(pbn)3(nic)(μ3-OH)2(μ2-OH)(μ2-H2O)(H2O)4]·5H2O}n (1, pbn = 1,3-propanediaminebis(nicotinamide), nic = nicotinate) manifests an intriguing 2D slab structure featuring trimeric copper clusters containing bridging hydroxide ions and water molecules along with substantial crystallographic disorder. {[Cu3(sip)2(pbin)4(H2O)4]·14H2O}n (2, pbin = 1,3-propanediaminebis(isonicotinamide)) shows 1D chain motifs with curled conformation dipyridylamide ligands. {[Cu4(μ3-OH)2(sip)2(hbin)]·2H2O}n (3, hbin = 1,6-hexanediaminebis(isonicotinamide)) features [Cu4(μ-OH)2(sip)2] butterfly clusters connected into a 3D 3,8-connected network with (4.62)2(426187484) topology. {[Cu(Hsip)(hbn)(H2O)]·2H2O}n (4, hbn = 1,6-hexanediaminebis(nicotinamide)) exhibits a sawtooth (4,4) grid topology. Variable temperature magnetic susceptibility studies on 1 and 3 revealed antiferromagnetic behavior (g = 2.079(6), J = ?5.7(2) cm?1 for 1, g = 2.14(2), J1 = ?19(1) cm?1, J2 = ?35(2) cm?1 for 3). Thermal decomposition behavior of 1–4 is also discussed.

Biologically compatible, phosphorescent dimetallic rhenium complexes linked through functionalized alkyl chains: Syntheses, spectroscopic properties, and applications in imaging microscopy

A range of luminescent, dimetallic complexes based upon the rhenium fac-tricarbonyl diimine core, linked by aliphatic chains of varying lengths and functionality, have been synthesized and their photophysical properties examined. Each complex displays characteristic 3MReL diimineCT emission in aerated acetonitrile solution, with long lifetimes in the range of 129-248 ns and corresponding quantum yields in the range 3.2-8.0%. In aqueous solution, as opposed to acetonitrile, the complexes generally show a small hypsochromic shift in λem and an extension of the 3MLCT lifetime, attributed to a hydrophobically driven association of the alkyl chains with the rhenium-bound diimine units. In live cell imaging experiments using MCF7 cells the complexes all show good uptake by non-energy dependent mechanisms without endosomal entrainment, and with varying propensity to localize in organelles. The degrees of uptake and localization properties are discussed in terms of the length and chemical nature of the linkers, and in terms of the likely interactions between these and the various cellular components encountered.

Multicenter Organic Redox Systems Composed of Bis(1,4-dihydronicotinamides): Optimal Conformation for Intramolecular Electronic Interaction

Bis(1,4-dihydronicotinamides) were prepared as dimers of 1-benzyl-3-(N-ethylcarbamoyl)-1,4-dihydropyridine , which are structurally classified into three categories: flexible n,Bzl)>, partially rigid , and doubly linked, rigid, and cyclic dimers n,p-Xyl) and cBisNAH(C4,o-Xyl)>.Bis(1,4-dihydronicotinamides) of another family regarded as singly 6,Pr) and BisNAH(Pr,C6)> and doubly linked 6,C6)> dimers of 1-propyl-3-(N-propylcarbamoyl)-1,4-dihydropyridine were also synthesized.The reactivity of bis(dihydronicotinamides) in dichloromethane was subjected to change to a wide extent depending upon their molecular structures in the reduction of hexachloroacetone.Among bis(dihydronicotinamides) regarded as dimers of (N-Et)BNAH, cBisNAH(C4,o-Xyl) was the most reactive.The overall reactivity order with respect to this family followed the sequence: cBisNAH(C4,o-Xyl) > BisNAH(Cn,Bzl) (n = 4,6) > BisNAH(Et,o-Xyl) > cBisNAH(C4,p-Xyl) ca.BisNAH(C8,Bzl) ca.BisNAH(Et,m-Xyl) > cBisNAH(C6,p-Xyl) ca.BisNAH(C10,Bzl) > BisNAH(Et,p-Xyl) = (N-Et)BNAH.An effective charge-transfer interaction, which emerges from the favorable face-to-face arrangement of the two dihydronicotinamide rings in the transition state of reduction, is responsible for the kinetic enhancement.Both cBisNAH(C4,o-Xyl) and BisNAH(Cn,Bzl) (n = 4,6) may assume a close face-to-face geometry without inducing significant strain in the transition state.The prevailing reactivity of the former over the latter was attributed to an entropy effect, since the two nicotinamides in the former attain such a favorable conformation already in the ground state while those in the latter may rather take an extended geometry without mutual interaction, as confirmed by spectroscopic measurements.As for the other family of bis(dihydronicotinamides), the reactivity sequence was as follows: BisNAH(C6,Pr) > cBisNAH(C6,C6) ca.BisNAH(Pr,C6) > (N-Pr)PNAH.A lower reactivity of the doubly linked bis(dihydronicotinamide) cBisNAH(C6,C6) was attributed to a much less favorable conformation of the nicotinamide rings involved.Molecular geometries of the present bis(dihydronicotinamides) as well as their dehydrogenated counterparts were examined by electronic and NMR spectroscopy.