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N,N'-BIS(SALICYLIDENE)-1,4-BUTANEDIAMINE, commonly referred to as salen, is a chelating ligand that plays a significant role in coordination chemistry. It is a Schiff base synthesized from salicylaldehyde and 1,4-diaminobutane. Salen is characterized by its high affinity for metal ions, enabling the formation of stable complexes with a diverse array of transition metals. N,N'-BIS(SALICYLIDENE)-1,4-BUTANEDIAMINE is renowned for its versatility, with applications spanning catalysis, molecular recognition, and materials science, as well as potential uses in drug delivery and medical imaging.

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3955-57-5 Usage

Uses

Used in Catalysis:
N,N'-BIS(SALICYLIDENE)-1,4-BUTANEDIAMINE is used as a chelating ligand for [transition metals] in catalysis for [its ability to form stable complexes, enhancing the efficiency of various chemical reactions].
Used in Molecular Recognition:
In the field of molecular recognition, N,N'-BIS(SALICYLIDENE)-1,4-BUTANEDIAMINE is used as a selective binding agent for [target molecules] due to [its structural features that allow for specific interactions].
Used in Materials Science:
N,N'-BIS(SALICYLIDENE)-1,4-BUTANEDIAMINE is utilized as a component in the development of new materials for [various applications] because of [its unique properties that contribute to material performance].
Used in Drug Delivery:
In the pharmaceutical industry, N,N'-BIS(SALICYLIDENE)-1,4-BUTANEDIAMINE is used as a carrier molecule for [drug delivery] to improve [the solubility, stability, or targeted delivery of therapeutic agents].
Used in Medical Imaging:
For medical imaging applications, N,N'-BIS(SALICYLIDENE)-1,4-BUTANEDIAMINE is used as a contrast agent for [enhancing the visibility of specific structures or processes within the body], capitalizing on [its metal-binding properties and potential for modification].
Each application type is chosen based on the unique properties and potential of N,N'-BIS(SALICYLIDENE)-1,4-BUTANEDIAMINE, highlighting its multifaceted utility across different fields.

Check Digit Verification of cas no

The CAS Registry Mumber 3955-57-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,9,5 and 5 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 3955-57:
(6*3)+(5*9)+(4*5)+(3*5)+(2*5)+(1*7)=115
115 % 10 = 5
So 3955-57-5 is a valid CAS Registry Number.

3955-57-5Relevant academic research and scientific papers

[N,N′-bis(salicylidene)-1,4-diiminobutane]copper(II)

Yao, Hsueh-Hua,Lo, Jem-Mau,Chen, Bor-Hann,Lu, Tian-Huey

, p. 1012 - 1013 (1997)

In the title compound, {2,2′-[1,4-butanediylbis-(nitrilomethylidyne)]diphenolato-O,N,N′, O′}copper(II), [Cu(C18H18N2C2)], the Cu atom is coordinated by an N2O2 donor set from the imine-phen

Magnetic and Optical Properties of Novel Lanthanide(III) Complexes Based on Schiff Base and β-Diketonate Ligands

Jia, Yufeng,Li, Hongfeng,Chen, Peng,Gao, Ting,Sun, Wenbin,Yan, Pengfei

, p. 527 - 533 (2018)

A series of lanthanide-based self-assembling complexes constructed from Schiff base and b-diketonate ligands have been synthesised by the same method. They are one dimensional complexes ({[Ln(H2L)(tta)2(OAc)]·0.5H2O}n (Ln=

Red Luminescent Eu(III) Coordination Bricks Excited on Blue LED Chip

Koizuka, Toru,Yanagisawa, Kei,Hirai, Yuichi,Kitagawa, Yuichi,Nakanishi, Takayuki,Fushimi, Koji,Hasegawa, Yasuchika

, p. 7097 - 7103 (2018)

Three types of red luminescent Eu(III) complexes with Schiff base and hfa ligands (hfa: hexafluoroacetylacetonate), mononuclear [Eu(hfa)2(OAc)(salen)2] (OAc: acetate anion, salen: N,N′-bis(salicylidene)ethylenediamine), brick-type [Eu2(hfa)4(OAc)2(salbn)2] (salbn: N,N′-bis(salicylidene)-1,4-butanediamine), and polynuclear [Eu(hfa)2(OAc)(salhen)]n (salhen: N,N′-bis(salicylidene)-1,6-hexanediamine) are reported for white light-emitting diode (LED) devices. Among these complexes, brick-type [Eu2(hfa)4(OAc)2(salbn)2] excited by blue light (460 nm) exhibits the photosensitized quantum yield (φπ-π? = 47%) and remarkably high efficiency of sensitization (ηsens = 96%). The efficiency of sensitization is caused by the excited state based on ligand-ligand interaction between the Schiff base and hfa ligands in Eu(III) complexes. To fabricate LED devices, the red luminescent [Eu2(hfa)4(OAc)2(salbn)2] was mounted on an InGaN blue LED chip.

The influence of H-bonding on the 'ambidentate' coordination behaviour of the thiocyanate ion to Cd(ii): A combined experimental and theoretical study

Hazari, Alokesh,Das, Lakshmi Kanta,Bauza, Antonio,Frontera, Antonio,Ghosh, Ashutosh

, p. 8007 - 8015 (2014)

Two new trinuclear hetero-metallic copper(ii)-cadmium(ii) complexes [(CuL)2Cd(NCS)2] (1) and [(CuLR) 2Cd(SCN)2] (2) have been synthesized using [CuL] and [CuLR] as "metalloligands" (where H

Spectral and Luminescent Properties of N,N'-Bis(salicylidene)-1,4-Butylenediamine, N,N'-Bis(5-bromosalicylidene)-1,4-Butylenediamine, and Their Complexes with Zinc(II)

Ardasheva, L. P.,Borisov, A. N.,Pak, V. N.,Posadskaya, E. A.,Puzyk, M. V.

, p. 87 - 94 (2020)

Abstract: The spectral and luminescent properties of N2O2-type aromatic azomethines, N,N'-bis(salicylidene)-1,4-butylenediamine, N,N'-bis(5-bromosalicylidene)-1,4-butylenediamine, and their complexes with Zn(II), have been studied. A

Trinuclear complexes of [CuL] (H2L = N,N′-bis(salicylidene)-1,4-butanediamine) with HgX2 (X- = N3- and NCO-): Facile crystallization with Z′ = 1 and Z′ = 0.5 for both complexes

Hazari, Alokesh,Ghosh, Ashutosh

, p. 403 - 410 (2015)

Two trinuclear centrosymmetric hetero-metallic copper(II)-mercury(II) complexes of general formula [(CuL)2HgX2] (where X = N3- for 1 and 1′ or OCN- for 2 and 2′) have been synthesized using [CuL] as '

Influences of polarizability effect of alkyl group and homoring competition effect of substituents on the NMR spectra of salen-type Schiff base

Wei, Bai-ying,Cao, Chen-zhong,Cao, Chao-tun

, p. 701 - 712 (2021/02/12)

Salen-type Schiff bases are a kind of important compounds and are widely used. In order to explore the effect of alkyl groups and substituents attached to aromatic ring on the chemical shifts, 63 title compounds were synthesized. Their 1H NMR and 13C NMR spectra were obtained; and the effects of the alkyl chain length and substituents on the chemical shifts (δH(CH=N), δC(CH=N), δH(OH), and δC(C-OH)) were studied. The results show that (1) the alkyl polarizability effect index (PEI) has an important influence on the chemical shifts of the above four atoms, with the increase of PEI, the values of δH(CH=N) and δc(CH=N) decrease, and the values of δH(OH) and δC(C-OH) increase. (2) The influence of substituent X attached to aromatic ring on the chemical shift is related to its position by taking OH or CH=N as reference. As for the effect of substituent on the chemical shifts, the effect of Hammett constant σ(X)-OH and excited-state substituent parameter (Formula presented.) with OH as reference are different from that ofσ(X)-CH=N and (Formula presented.) with CH=N as reference, and there is a “homoring competition effect” of the substituent. (3) The effect of the cross-interaction between X and OH on the chemical shift is also significantly different due to the different position of X. Quantitative correlation equations against chemical shifts were built for the four atoms, and the stability and prediction ability of the obtained equations were confirmed by leave-one-out cross validation.

Syntheses, spectral and chiral properties and DNA interactions of multi-heterocyclic di- And trinuclear boron complexes

Bilge Ko?ak, Selen,Kaya, ?zgecan,Kili?, Zeynel,Coban, Burak,Yildiz, Ufuk,?o?ut, Bünyemin

, p. 20966 - 20981 (2020/12/31)

Tetrahedrally coordinated multi-heterocyclic boron complexes are stable, but much less investigated inorganic ring systems. In the present study, a series of dinuclear (2aI-2cI and 2aII-2cII) and trinuclear (3aI-3cI and 3aII-3cII) boron complexes were synthesized from SalenH2 type symmetrical bulky ligands [HOArCHN-R-NCHArOH; R = (CH2)n, n = 2 (1a), 3 (1b) and 4 (1c)], arylboronic acids (phenylboronic acid and 4-formylphenylboronic acid), and boric acid for the investigation of their spectral, stereogenic and DNA cleavage activities. The Salen-boron complexes have two equivalent chiral B-centers, giving rise to diastereoisomers. The stereogenic properties of these complexes were investigated by nuclear magnetic resonance (NMR) and circular dichroism (CD) spectroscopies. The stereoisomers were compared with each other for two different architectural types and a total of 12 Salen-boron complexes with seven- to nine-membered [(B-O-B)-(N-R-N)] heterocycles. The combination of NMR and CD spectra of the complexes shows that the boron complexes (2bI and 3bII) and (2bII and 3bI) from the (CH2)3 precursor give only a cis-meso (RS/SR) isomer and only one trans-enantiomer (RR or SS), respectively. The complexes (2cI, 3cI and 3cII) from the (CH2)4 precursor give only one enantiomer (RR or SS), whereas the boron complexes (2aI, 2aII, 3aI and 3aII) from the (CH2)2 precursor and (2cII) from the (CH2)4 precursor form two diastereoisomers as one enantiomer (RR or SS) and one meso (RS/SR). Furthermore, the DNA cleavage activities of the adducts were determined using agarose gel electrophoresis and UV absorption in order to compare the cleavage efficiency of the boron complexes depending on the type of complexes (dinuclear or trinuclear) and the number of members in the heterocyclic frameworks. In this assay, the seven-membered trinuclear boron complex (3bII) showed the highest cleavage efficiency. This journal is

Syntheses, structural characterization and biological activities of spiro-ansa-spiro-cyclotriphosphazenes

Ba?terzi, Nisan Sevin,Bilge Ko?ak, Selen,Okumu?, Aytu?,Kili?, Zeynel,H?kelek, Tuncer,?elik, ?mer,Türk, Mustafa,Ko?, L. Yasemin,A?ik, Leyla,Aydin, Betül

, p. 8825 - 8839 (2015/11/10)

The replacement reactions of the Cl-atoms in partly substituted spiro-ansa-spiro-cyclotriphosphazenes (7 and 8) with excess pyrrolidine, 4-(2-aminoethyl)morpholine, and 1,4-dioxa-8-azaspiro[4,5]decane in dry THF led to the formation of heterocyclic amine substituted cyclotriphosphazenes (9a-c and 10a-c). All cyclotriphosphazene derivatives were characterized by elemental analysis, FTIR, MS, 1D 1H, 13C and 31P NMR and 2D HSQC, and HMBC techniques, and the crystal structure of partly substituted cyclotriphosphazene 8 was verified by X-ray diffraction analysis. Cyclotriphosphazene derivatives (5-8, 9a-c, and 10a-c) were subjected to antimicrobial activity against seven clinic bacteria and one yeast strain, and the interactions of the phosphazenes with plasmid pBR322 DNA were investigated. Phosphazene derivatives [(5, 7, 8, 9b and 9c) and (10a and 10b)] caused a slight increase and substantial decrease in the mobility of form I DNA, respectively, while 9a caused retardation on gel. Cytotoxic, apoptotic and necrotic effects against L929 fibroblast and A549 lung cancer cells were also evaluated. While the highest toxic effect was obtained for 9a in L929 fibroblast cells and for 9c in A549 lung cancer cells at 100 μg mL-1 concentration, the highest apoptotic effect was determined for 10a in L929 fibroblast cells and for 9a in A549 lung cancer cells at the same concentration. It was found that 9a and 10b exhibited the most necrotic effects against L929 fibroblast and A549 lung cancer cells, respectively. The toxic and necrotic effects of the phosphazenes against A549 lung cancer cells were greater than those against L929 fibroblast cells, whereas, the apoptotic effect of the compounds was greater in L929 fibroblast cells than in A549 lung cancer cells.

Functionalized Salen ligands linking with non-conjugated bridges: unique and colorful aggregation-induced emission, mechanism, and applications

Cheng, Jinghui,Li, Yuanxi,Sun, Rui,Liu, Jiaoyan,Gou, Fei,Zhou, Xiangge,Xiang, Haifeng,Liu, Jin

supporting information, p. 11099 - 11110 (2015/11/09)

A series of novel, simple, and colorful Salen ligands (56 samples), salicylaldehyde-based bis-Schiff bases, linking with different non-conjugated alkyl bridges ((CH2)n, n = 2-9, 12; cyclohexyl) and containing different electron-accepting (-NO2, -F, and -Cl), electron-donating (-OMe, -OH, and -NEt2), or sterically hindering (-t-butyl) substituents or a π-extended system (naphthalene ring) have been designed and synthesized. The photophysical properties of these Salen ligands can be well-tuned by the introduction of side functional substituents, π-extended systems, and central N-alkyl chain bridges. It is unusual that they contain a small π-conjugated system but display strong blue, green, and red aggregation-induced emission (AIE) with large Stokes shifts (up to 162 nm) and high fluorescence quantum yields (up to 0.44 and 0.75 in water and in solid, respectively). Combining with their advantages of AIE and good stability and biocompatibility, the Salen ligands can be potentially used in mechanofluorochromism (crystal-defect-induced emission) and living cell imaging. Moreover, the inherent relationships between their chemical structures and AIE properties are studied, which provide unequivocal insights for the design of AIE-active dyes.

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