146305-09-1Relevant articles and documents
N-Substituted Salicylaldimines Derivatives of Germanium(IV)
Singh, R. V.,Tandon, J. P.
, p. 1391 - 1398 (1980)
Hexa-coordinated Schiff base complexes of germanium of the general type Ge(OC2H5)2(SB)2 (SB(-) is the anion of the monofunctional bidentate Schiff base, SBH) have been synthesized by the reaction between ethyl-orthogermanate and the Schiff base in benzene
The effects of intramolecular hydrogen bonding on the reactivity of phenoxyl radicals in model systems
Lesslie, Michael,Piatkivskyi, Andrii,Lawler, John,Helgren, Travis R.,Osburn, Sandra,O'Hair, Richard A.J.,Ryzhov, Victor
, p. 124 - 131 (2015)
The effects of hydrogen bonding and spin density at the oxygen atom on the gas-phase reactivity of phenoxyl radicals were investigated experimentally and theoretically in model systems and the dipeptide LysTyr. Gas-phase ion-molecule reactions were carried out between radical cations of several aromatic nitrogen bases with the neutrals nitric oxide and n-propyl thiol. Reactivity of radical cations 4-6 correlated with the spin density. The possibility of hydrogen bonding was explored in compounds which allowed four-, five-, and six-membered rings to be formed between the protonated nitrogen and the phenoxyl oxygen, while possessing similar spin density at the oxygen atom. The N+-H?O? bond length was calculated to decrease in the series (1-3), consistent with the theoretical calculations finding weak hydrogen bonding in 2 and strong hydrogen bonding in 3. This coincided with the decrease in reaction rates of 1-3 with both nitric oxide and n-propyl thiol. DFT calculations found that the lowest energy structure of the distonic radical cation of the dipeptide [LysTyr(O)?]+ has a short hydrogen bond between the protonated Lys side chain and the phenoxyl oxygen, 1.70 ?, which is consistent with its low reactivity.
Synthesis of polymers bearing 1,3-benzoxazine moiety in the side chains from poly(allylamine) and their crosslinking behaviors
Oie, Hiroaki,Sudo, Atsushi,Endo, Takeshi
, p. 3174 - 3183 (2011)
A polymer bearing 1,3-benzoxazine moiety in the side chain was synthesized successfully from poly(allylamine) based on a stepwise strategy consisted of three steps: (1) treatment of poly(allylamine) with salicylaldehyde to convert the amino group in the s
Impact of various lipophilic substituents on ruthenium(II), rhodium(III) and iridium(III) salicylaldimine-based complexes: synthesis, in vitro cytotoxicity studies and DNA interactions
Cassells, Irwin,Stringer, Tameryn,Hutton, Alan T.,Prince, Sharon,Smith, Gregory S.
, p. 763 - 774 (2018)
Abstract: A series of bidentate salicylaldimine ligands was prepared and reacted with either [RuCl(μ-Cl)(p-cymene)]2, [RhCl(μ-Cl)(Cp*)]2 or [IrCl(μ-Cl)(Cp*)]2. All of the compounds were characterised using an array of spectroscopic and analytical techniques, namely, nuclear magnetic resonance (NMR) spectroscopy, infrared (IR) spectroscopy and mass spectrometry. Single crystal X-ray diffraction (XRD) was used to confirm the bidentate coordination mode of the salicylaldimine ligand to the metal centre. The platinum group metal (PGM) complexes were screened against the MCF7 breast cancer cell line. The ruthenium and iridium salicylaldimine complexes showed comparable or greater cytotoxicity than cisplatin against the MCF7 cancer cells, as well as greater cytotoxicity than their rhodium counterparts. Three of the salicylaldimine complexes showed potent activity in the range 18–21?μM. Two of these complexes had a greater affinity for cancerous cells than for CHO non-cancerous cells (SI > 4). Preliminary mechanistic studies suggest that the ruthenium complexes undergo solvation prior to 5′-GMP binding, whereas the iridium complexes were inert to the solvation process. Graphical abstract: [Figure not available: see fulltext.].
Copper(II) salicylideneimine complexes revisited: From a novel derivative and extended characterization of two homologues to interaction with BSA and antiproliferative activity
?ili?, Dijana,Kahrovi?, Emira,Kralj, Marijeta,Martin-Kleiner, Irena,Memi?evi?, Mahira,Muratovi?, Senada,Osmanovi?, Amar,Vi?njevac, Aleksandar,Zahirovi?, Adnan,Zavr?nik, Davorka
, (2021/06/22)
A novel compound bis[N-n-propyl-5-chloro-2-oxy-κO-benzylideneimine-κN-(1–)]copper(II) was prepared, along with two previously reported homologues having N-n-propylsalicylideneimine and N-n-buthyl-5-chlorosalicylideneimine ligands. Single crystal X-ray det
Luminescent bi-metallic fluoroborate derivatives of bulky salen ligands
Guieu, Samuel,Cardona, Francisco,Rocha, Joo,Silva, Artur M. S.
supporting information, p. 5411 - 5414 (2014/12/11)
A family of hemisalen fluoroborate complexes has been prepared and characterized. These new fluorophores exhibit an intense blue emission upon irradiation with UV light. Interestingly, the introduction of bulky aromatic substituents enhanced the quantum yield considerably, up to 44%. Upon studying various solvents, it appeared that the effect of the phenyl substituents is more of electron donating nature than of restricting the intramolecular motion of the dyes. This journal is
Fluorometric sensing of Hg2+ ions in aqueous medium by nano-aggregates of a tripodal receptor
Singh, Ajnesh,Kaur, Simanpreet,Singh, Narinder,Kaur, Navneet
, p. 2302 - 2309 (2014/04/03)
Two new tripodal receptors (1-2) have been synthesized and characterized by various spectroscopic techniques. The nano-aggregates of 1 and 2 (N1 and N2) have been prepared by a re-precipitation method in aqueous medium and have shown different photo-physi
Development of chemosensor for Sr2+ using organic nanoparticles: Application of sensor in product analysis for oral care
Kaur, Simanpreet,Kaur, Amanpreet,Kaur, Navneet,Singh, Narinder
, p. 8230 - 8238 (2015/01/08)
A new series of compounds has been developed for the recognition of metal ions and it was found that the position of substituent in the organic compound proved to be the deciding factor for the development of a chemosensor. Reprecipitation method was used
Organocatalysis of c?￡/c?￡N and C?￡C/ C?￡N exchange in dynamic covalent chemistry
Wilhelms, Nadine,Kulchat, Sirinan,Lehn, Jean-Marie
, p. 2635 - 2651 (2013/03/13)
The reversibly formed C?￡N bond plays a very important role in dynamic covalent chemistry and the C?￡N/C?￡N exchange of components between different imine constituents to create dynamic covalent libraries has been extensively used. To facilitate diversity generation, we have investigated an organocatalyzed approach, using L-proline as catalyst, to accelerate the formation of dynamic libraries of [n×n] imine components. The organocatalysis methodology has also been extended, under somewhat modified conditions, to reversible C?￡C/C?￡N exchange processes between Knoevenagel derivatives of barbituric acid and imines, allowing for the generation of increased diversity. Copyright
Merging constitutional and motional covalent dynamics in reversible imine formation and exchange processes
Kovaricek, Petr,Lehn, Jean-Marie
supporting information; experimental part, p. 9446 - 9455 (2012/07/14)
The formation and exchange processes of imines of salicylaldehyde, pyridine-2-carboxaldehyde, and benzaldehyde have been studied, showing that the former has features of particular interest for dynamic covalent chemistry, displaying high efficiency and fast rates. The monoimines formed with aliphatic α,ω-diamines display an internal exchange process of self-transimination type, inducing a local motion of either "stepping-in- place" or "single-step" type by bond interchange, whose rate decreases rapidly with the distance of the terminal amino groups. Control of the speed of the process over a wide range may be achieved by substituents, solvent composition, and temperature. These monoimines also undergo intermolecular exchange, thus merging motional and constitutional covalent behavior within the same molecule. With polyamines, the monoimines formed execute internal motions that have been characterized by extensive one-dimensional, two-dimensional, and EXSY proton NMR studies. In particular, with linear polyamines, nondirectional displacement occurs by shifting of the aldehyde residue along the polyamine chain serving as molecular track. Imines thus behave as simple prototypes of systems displaying relative motions of molecular moieties, a subject of high current interest in the investigation of synthetic and biological molecular motors. The motional processes described are of dynamic covalent nature and take place without change in molecular constitution. They thus represent a category of dynamic covalent motions, resulting from reversible covalent bond formation and dissociation. They extend dynamic covalent chemistry into the area of molecular motions. A major further step will be to achieve control of directionality. The results reported here for imines open wide perspectives, together with other chemical groups, for the implementation of such features in multifunctional molecules toward the design of molecular devices presenting a complex combination of motional and constitutional dynamic behaviors.
