10103-06-7Relevant articles and documents
Naphthalenediol-based bis(Salamo)-type homo- and heterotrinuclear cobalt(II) complexes: Syntheses, structures and magnetic properties
Zhang, Han,Dong, Wen-Kui,Zhang, Yang,Folaranmi Akogun, Sunday
, p. 279 - 293 (2017)
Homo- and heterotrinuclear Co(II) complexes with a new acyclic bis(Salamo)-type ligand H4L, which bears a C-shaped O6 site by the metallation of the N2O2 Salamo moieties, were synthesized. The homotrinuclear complex [Co3(L)(OAc)2(CH3OH)2]·2CHCl3 (1) was obtained by the reaction of H4L with 3 equivalents of Co(OAc)2·4H2O. The heterotrinuclear complexes [Co2(L)Ca(OAc)2] (2), [Co2(L)Sr(OAc)2] (3) and [Co2(L)Ba(OAc)2(H2O)]·2CH3CH2OH (4) were acquired by the reaction of H4L with 2 equivalents of Co(OAc)2·4H2O and 1 equivalent of M(OAc)2 (M?=?Ca(II), Sr(II) and Ba(II)). In the crystal structures, the three metal(II) atoms occupy both the N2O2 and O6 sites of the ligand (L)4? moiety. Owing to the different nature of the N2O2 and O6 sites of the ligand H4L, the introduction of two different metal(II) atoms to the site-selective moiety, when compared with complex 1, leads to the replacement of the central Co(II) atom by different alkaline earth metal(II) atoms, namely the Ca(II), Sr(II) and Ba(II) atoms for complexes 2, 3 and 4, respectively. Magnetic measurements were performed on complexes 1–4, where an intramolecular ferromagnetic interaction was found in complex 3 and intramolecular antiferromagnetic interactions were found in complexes 1, 2 and 4. The magnetic susceptibilities above 50?K obey the Curie–Weiss law and their constant values were determined for all the complexes.
A Concise Synthesis of 2-Amino-1,2,3,4-tetrahydronaphthalene-6,7-diol ('6,7-ADTN') from Naphthalene-2,3-diol
Goeksu, Sueleyman,Kazaz, Cavit,Suetbeyaz, Yasar,Secen, Hasan
, p. 3310 - 3313 (2003)
2-Amino-1,2,3,4-tetrahydronaphthalene-6,7-diol (2; 6,7-ADTN) was synthesized starting from naphthalene-2,3-diol in seven steps and with an overall yield of 44%. Methylation of naphthalene-2,3-diol with dimethyl sulfate, followed by Friedel-Crafts acylatio
Syntheses, structures and catecholase activities of homo- and hetero-trinuclear cobalt(II) complexes constructed from an acyclic naphthalenediol-based bis(Salamo)-type ligand
Li, Li-Hong,Dong, Wen-Kui,Zhang, Yang,Akogun, Sunday Folaranmi,Xu, Li
, (2017)
A series of homo- and hetero-trinuclear cobalt(II) complexes [Co3(L)(OAc)2(CH3CH2OH)(H2O)] (1), [Co2Ba(L)(OAc)2] (2) and [Co2Ca(L)(OAc)2]·CHCl3 (
Oxonium and quinonoid intermediates in the sulfonation of dimethoxynaphthalenes (DMONs)
Cisak, Andrzej,Kusztal, Dorota,Brzezinska, Elzbieta
, p. 538 - 544 (2001)
Monoprotonated oxonium cations (such as 2) and quinonoid dications (such as 5) of 2,3-, 2,6- and 2,7-dimethoxynaphthalenes are described. Their role as direct substrates in sulfonation reactions is discussed together with details of the sulfonation mechanism for 2,3-dimethoxynaphthalene (2,3-DMON), which is presented as a characteristic example. Steady sulfonation rate constants of 2,6- and 2,7-DMON in 80-88% H2SO4 are a result of the DMON protonation equilibria. Binding energies and heats of formation were calculated for several mono- and disulfonic acids of DMONs. Substituent effects are discussed.
Synthetic studies on (1S)-1-(6,7-dimethoxy-2-naphthyl)-1-(1H-imidazol-4-yl) -2-methylpropan-1-ol as a selective C17,20-lyase inhibitor
Matsunaga, Nobuyuki,Kaku, Tomohiro,Ojida, Akio,Tasaka, Akihiro
, p. 2021 - 2028 (2004)
An asymmetric synthesis of the selective C17,20-lyase inhibitor 2 has been established in eight steps from 2,3-dihydroxynaphthalene 9. The key steps are the enantioselective oxidation of ketone 17 to the chiral α-hydroxy ketone 18 and the diastereoselective Grignard reaction of 18 to the (2R,3S)-diol 21. In addition, a simple procedure for the preparation of imidazolyl 1,4-dimagnesium bromide has been established; the Grignard reaction of 11 using this reagent in the presence of cinchonine provided 2 with 44% ee.
Synthesis and complexation properties of "zorbarene": A new naphthalene ring-based molecular receptor
Tran, Anh Huu,Miller, David O.,Georghiou, Paris E.
, p. 1115 - 1121 (2005)
(Chemical Equation Presented) The syntheses of the first 2,3-dialkoxy-substituted naphthalene ring-based macrocycles which have calixarene-like structures are reported. The complexation properties of these octahomotetraoxaisocalix-[4]naphthalenes were investigated. These new members of the calixnaphthalene family did not demonstrate any appreciable complexation with C60 or C70 under the conditions studied, but did so with the tetramethylammonium cation, showing relatively strong association constants suggesting among other considerations that stronger cation-π interactions versus π-π interactions are operative with these hosts. An X-ray crystal structure of the octa-O-ethoxy derivative revealed a structure having a "flattened partial-cone" conformation in which two acetonitrile guest molecules are trapped.
Self-assembly properties of Salamo-type trinuclear Cu(II) and Co(II) complexes based on the regulation of H+/OHˉ
Dong, Xiu-Yan,Wang, Bao-Jun,Kang, Quan-Peng,Dong, Wen-Kui
, (2018)
A novel naphthalenediol-based bis(salamo)-type tetraoxime compound (H4L) was designed and synthesized. Two new supramolecular complexes, [Cu3(L)(μ-OAc)2] and [Co3(L)(μ-OAc)2(MeOH)2]·4CHCl3 were synthesized by the reaction of H4L with Cu(II) acetate dihydrate and Co(II) acetate dihydrate, respectively, and were characterized by elemental analyses and X-ray crystallography. In the Cu(II) complex, Cu1 and Cu2 atoms located in the N2O2 sites, and are both penta-coordinated, and Cu3 atom is also penta-coordinated by five oxygen atoms. All the three Cu(II) atoms have geometries of slightly distorted tetragonal pyramid. In the Co(II) complex, Co1 and Co3 atoms located in the N2O2 sites, and are both penta-coordinated with geometries of slightly distorted triangular bipyramid and distorted tetragonal pyramid, respectively, while Co2 atom is hexa-coordinated by six oxygen atoms with a geometry of slightly distorted octahedron. These self-assembling complexes form different dimensional supramolecular structures through inter- and intra-molecular hydrogen bonds. The coordination bond cleavages of the two complexes have occurred upon the addition of the H+, and have reformed again via the neutralization effect of the OH?. The changes of the two complexes response to the H+/OH? have observed in the UV–Vis and 1H NMR spectra.
Sequential and cascade palladium catalysed cyclisation-anion capture- olefin metathesis
Evans, Paul,Grigg, Ronald,Ramzan, M. Imran,Sridharan, Visuvanathar,York, Mark
, p. 3021 - 3024 (1999)
The sequential or cascade combination of palladium catalysed cascade cyclisationanion capture involving two- and three-component processes with olefin metathesis, provides access to fused and spirocyclic ring systems in good yield and a bridged ring forming sequence is reported.
2,3-Dimethoxynaphthalene: solid-state structure as studied via X-ray crystallography and solid-phase 13C nuclear magnetic resonance spectroscopy
Buchanan, G. W.,Gerzain, M.,Bensimon, C.
, p. 227 - 232 (1995)
The X-ray crystal structure of the title material has been obtained.A symmetrical structure with the OCH3 groups essentially planar to the aromatic ring has been found.Chemical shift differences observed in the solid-state 13C cross polarization/magic angle spinning spectrum are attributed to intermolecular crystal packing effects, resulting in an asymmetric unit of one molecule.
In silico design and synthesis of N-arylalkanyl 2-naphthamides as a new class of non-purine xanthine oxidase inhibitors
Ho, Sheau Ling,Lin, Ching-Ting,Lee, Shoei-Sheng
, p. 789 - 801 (2021/01/12)
A series of N-arylalkanyl 2-naphthamides (Xa~e), which were predicted from virtual molecular docking on a built xanthine oxidase template as potential inhibitors, were synthesized. Their inhibitory activity against xanthine oxidase was assayed. Among these prepared, compounds Xb (IC50 13.6?μM), Xc (IC50 13.1?μM), and Xd (IC50 12.5?μM) showed comparable inhibitory activity to allopurinol (IC50 22.1?μM). The in vitro assay result correlated well with molecular docking scores, ΔG?=??16.99, ?17.66, and ?17.13 Kcal/mol, respectively. On the potassium oxonate-induced hyperuricemic mice model, oral administration of Xc-Ac (40 mg/ Kg), the per-O-acetylated Xc, could reduce the blood uric acid level by 60% in comparison to the normal control group and is statistically significant (p .01) while compared with the hyperuricemic mice group.
