Physicochemical study on bis-hydrazone derived from 1,3-diaminoguanidine and salicylaldehyde and its complexes with transition metals

Попов, Л. Д.; Tupolova, Yu. P.; Lukov, V. V.; Shcherbakov, I. N.; Коган, В. А.; Mishchenko, A. V.

doi:10.1134/s1070363208110182

Cited by 8 publications

(11 citation statements)

References 19 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Whole reaction schemes and structures of different complexes (based on different studies) are summarized in Scheme 2. These complexes were characterized by elemental and thermal analyses, spectroscopic (IR, UV−visible, 1 H, 13 C, and 51 V NMR), and EPR (for [V IV O] complexes). Additionally, complexes 3, 4, 5, and 9 were confirmed by single-crystal Xray diffraction (SC-XRD) study.…”

Section: Synthesis Of Complexes [V IV O(h 2 Sal-dag) (H 2 O)] (1)mentioning

confidence: 99%

“…Since ligands I and II (Scheme 1) derived from 1,3diaminoguanidine undergo several tautomeric structures, they show very flexible coordination behaviors. In fact, monobasic N ̂N bidentate, 14 tribasic hexadentate, 13 and tetrabasic hexadentate 15 behaviors of these ligands are well established. In principle, these ligands have five titrable protons, but so far only four of them have been found to be deprotonable in metal complexes; 15 therefore, we have also considered them as tetrabasic hexadentate in our study.…”

Section: ■ Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Mononuclear/Binuclear [V^IVO]/[V^VO₂] Complexes Derived from 1,3-Diaminoguanidine and Their Catalytic Application for the Oxidation of Benzoin via Oxygen Atom Transfer

2022

View full text Add to dashboard Cite

Ligands H 4 sal-dag (I) and H 4 Brsal-dag (II) derived from 1,3diaminoguanidine and salicylaldehyde or 5-bromosalicylaldehyde react with one or 2 mol equivalent of vanadium precursor to give two different series of vanadium complexes. Thus, complexes(2) were isolated by the reaction of an equimolar ratio of these ligands with [V IV O(acac) 2 ] in MeOH. In the presence of K + /Cs + ion and using aerially oxidized [V IV O(acac) 2 ], the above reaction gave complexes 6), which could also be isolated by direct aerial oxidation of complexes 1 and 2 in MeOH in the presence of K + /Cs + ion. 8) were isolated upon increasing the ligand-to-vanadium precursor molar ratio to 1:2 under an air atmosphere. When I and II were reacted with aerially oxidized [V IV O(acac) 2 ] in a 1:2 molar ratio in MeOH in the presence of K + /Cs + ion, they formed (12). The structures of complexes 3, 4, 5, and 9 determined by single-crystal X-ray diffraction study confirm the mono-, bi-, tri-, and tetra-anionic behaviors of the ligands. All complexes were found to be an effective catalyst for the oxidation of benzoin to benzil via oxygen atom transfer (OAT) between DMSO and benzoin. Under aerobic condition, this oxidation also proceeds effectively in the absence of DMSO. Electron paramagnetic resonance and 51 V NMR studies demonstrated the active role of a stable V(IV) intermediate during OAT between DMSO and benzoin.

show abstract

Section: Synthesis Of Complexes [V IV O(h 2 Sal-dag) (H 2 O)] (1)mentioning

confidence: 99%

Section: ■ Introductionmentioning

confidence: 99%

Mononuclear/Binuclear [V^IVO]/[V^VO₂] Complexes Derived from 1,3-Diaminoguanidine and Their Catalytic Application for the Oxidation of Benzoin via Oxygen Atom Transfer

2022

View full text Add to dashboard Cite

show abstract

“…[31] Compared to the wide interest on coordination chemistry of triaminoguanidinium Schiff bases, less research was focused on the complexation behavior of diaminoguanidinium Schiff bases. [32] Recently, our group have inverstigated the coordination behavior of diaminoguanidinium Schiff bases towards a ruthenium(II) precursor [RuHCl(CO)(PPh 3 ) 3 ] and obtained three…”

Section: Introductionmentioning

confidence: 99%

Cis‐Dioxo‐molybdenum(VI) Complexes with Diaminoguanidinium and Triaminoguanidinium Schiff Bases and Their Catalytic Application for Epoxidation of Cyclohexene

Jia

Zhou

et al. 2020

ChemistrySelect

View full text Add to dashboard Cite

Diaminoguanidinium and triaminoguanidinium Schiff bases of 1,3-bis(3,5-di-tert-butyl-2-hydroxyphenylmethylideneamino) guanidine hydrochloride (H 5 saldag tBu2 ⋅ HCl) and tris(3,5-di-tertbutyl-2-hydroxybenzylidene)-triaminoguanidinium chloride (H 5 saltag tBu2 ⋅ HCl) are synthesized. Treatment of H 5 saldag tBu2 ⋅ HCl with Na 2 MoO 4 ⋅ 2H 2 O or (NH 4) 6 Mo 7 O 24 ⋅ 4H 2 O under different molar ratios afforded mono-and di-nuclear molybdenum(VI) complexes of [(MoO 2)(MeOH)(H 3 saldag tBu2)] (1), [(MoO 2) 2 (MeOH) 2 (Hsaldag tBu2)] ⋅ 2DMF (2 ⋅ 2DMF), and [(MoO 2) 2 (Hsaldag tBu2)] ⋅-[(MoO 2) 2 (H 2 O) 2 (Hsaldag tBu2)] (3). Interactions of H 5 saltag tBu2 ⋅ HCl with Na 2 MoO 4 ⋅ 2H 2 O or (NH 4) 6 Mo 7 O 24 ⋅ 4H 2 O under different reaction conditions resulted mono-, di-, and tetra-nuclear molybdenum(VI) complexes of [(MoO 2)(MeOH)(H 3 saltag tBu2)] (4), [(MoO 2)(H 2 O)(H 3 saltag tBu2)] (5), [(MoO 2) 2 (H 2 O)(DMF)(Hsaltag tBu2)] ⋅ 3DMF (6) (Ref [31]), and [(MoO 2) 4 (DMF) 2 (Hsaltag tBu2) 2 ] ⋅ 2H 2 O (7 ⋅ 2H 2 O). Complexes 1-7 were characterized by IR, 1 H NMR and UV/vis spectroscopies. Molecular structures of H 5 saltag tBu2 ⋅ MeOH, 1, 2 ⋅ 2DMF, 3-5 and 7 ⋅ 2H 2 O are confirmed by single crystal X-ray diffraction ananlysis, which shows that the diaminoguanidinium and triaminoguanidinium Schiff bases are coordinated to the cis-{MoO 2 } 2 + moieties via ONN atoms to form five-and sixmembered rings, sharing one MoÀ N bond. The catalytic properties of these cis-dioxo-molybdenum(VI) complexes for epoxidation of cyclohexene were also investigated.

show abstract

“…On the other hand, such molecules are of particular interest in nonlinear optics, , in the energy area, e.g., as low-signature solid-rocket propellants and in catalysis, e.g., in the asymmetric Henry’s reaction . They had been an attractive scaffold in coordination and organometallic chemistry ,,− too because the trigonal planar guanidine group is on the one hand the nitrogen analogue of a well-known coordinating function such as carbonic and carboxylic acids and, on the other hand, electronically and sterically flexible. Because of their peculiar electronic structure (Scheme ), Y-conjugation, and proton affinity, these molecules also bring special interest and challenges in computational chemistry. , …”

Section: Introductionmentioning

confidence: 99%

(Di)-aminoguanidine Functionalization through Transamination: An Avenue to an Auspicious Class of Supramolecular Synthons

Naik

Tinant

Léonard

et al. 2011

Crystal Growth & Design

View full text Add to dashboard Cite

Physicochemical study on bis-hydrazone derived from 1,3-diaminoguanidine and salicylaldehyde and its complexes with transition metals

Cited by 8 publications

References 19 publications

Mononuclear/Binuclear [V^IVO]/[V^VO₂] Complexes Derived from 1,3-Diaminoguanidine and Their Catalytic Application for the Oxidation of Benzoin via Oxygen Atom Transfer

Mononuclear/Binuclear [V^IVO]/[V^VO₂] Complexes Derived from 1,3-Diaminoguanidine and Their Catalytic Application for the Oxidation of Benzoin via Oxygen Atom Transfer

Cis‐Dioxo‐molybdenum(VI) Complexes with Diaminoguanidinium and Triaminoguanidinium Schiff Bases and Their Catalytic Application for Epoxidation of Cyclohexene

(Di)-aminoguanidine Functionalization through Transamination: An Avenue to an Auspicious Class of Supramolecular Synthons

Contact Info

Product

Resources

About

Physicochemical study on bis-hydrazone derived from 1,3-diaminoguanidine and salicylaldehyde and its complexes with transition metals

Cited by 8 publications

References 19 publications

Mononuclear/Binuclear [VIVO]/[VVO2] Complexes Derived from 1,3-Diaminoguanidine and Their Catalytic Application for the Oxidation of Benzoin via Oxygen Atom Transfer

Mononuclear/Binuclear [VIVO]/[VVO2] Complexes Derived from 1,3-Diaminoguanidine and Their Catalytic Application for the Oxidation of Benzoin via Oxygen Atom Transfer

Cis‐Dioxo‐molybdenum(VI) Complexes with Diaminoguanidinium and Triaminoguanidinium Schiff Bases and Their Catalytic Application for Epoxidation of Cyclohexene

(Di)-aminoguanidine Functionalization through Transamination: An Avenue to an Auspicious Class of Supramolecular Synthons

Contact Info

Product

Resources

About

Mononuclear/Binuclear [V^IVO]/[V^VO₂] Complexes Derived from 1,3-Diaminoguanidine and Their Catalytic Application for the Oxidation of Benzoin via Oxygen Atom Transfer

Mononuclear/Binuclear [V^IVO]/[V^VO₂] Complexes Derived from 1,3-Diaminoguanidine and Their Catalytic Application for the Oxidation of Benzoin via Oxygen Atom Transfer