75105-48-5Relevant articles and documents
Predicting molecular isomerism of symmetrical and unsymmetrical: N, N ′-diphenyl formamidines in the solid-state: Crystal structure, Hirshfeld surface analysis, pairwise interaction energy, and Δ H fusionand Δ S fusioncorrelations
Bongoza, Unathi,Omondi, Bernard,Zamisa, Sizwe J.
, p. 4459 - 4474 (2021/07/06)
Eight N,N′-diphenylformamidines with the general formula [N-(Ar),N′-(Ar′)] were synthesized and characterized using spectroscopic and analytical techniques. Four were symmetrical (Ar = Ar′) while the other four were unsymmetrical (Ar ≠ Ar′). Five of the c
The p: K a values of N-aryl imidazolinium salts, their higher homologues, and formamidinium salts in dimethyl sulfoxide
Cole, Marcus L.,Dunn, Michelle H.,Harper, Jason B.,Konstandaras, Nicholas,Luis, Ena T.
supporting information, p. 1910 - 1917 (2020/03/23)
A series of imidazolinium salts, their six-, seven- A nd eight-membered homologues, and the related formamidinium salts were prepared, and their pKa values were determined in DMSO at 25 °C using the bracketing indicator method. The effect of each type of structural variation on the acidity of each salt was considered, particularly noting the importance of ring size and the effect of the steric and electronic nature of the N-aryl substituents. The effect of a cyclic structure was also probed through comparing the cyclic systems with the corresponding formamidinium salts, noting the importance of conformational flexibility in the latter cases. Along with allowing choice of appropriate bases for deprotonation of these species, it is anticipated that the data presented will aid in the understanding of the nucleophilicity, and potentially catalytic efficacy, of the corresponding carbenes.
Impact of Electronic and Steric Changes of Ligands on the Assembly, Stability, and Redox Activity of Cu4(μ4-S) Model Compounds of the CuZ Active Site of Nitrous Oxide Reductase (N2OR)
Hsu, Chia-Wei,Iniguez, Sarah J.,Johnson, Brittany J.,Mankad, Neal P.,Rathnayaka, Suresh C.
, p. 6496 - 6507 (2020/05/01)
Model compounds have been widely utilized in understanding the structure and function of the unusual Cu4(μ4-S) active site (CuZ) of nitrous oxide reductase (N2OR). However, only a limited number of model compounds that mimic both structural and functional features of CuZ are available, limiting insights about CuZ that can be gained from model studies. Our aim has been to construct Cu4(μ4-S) clusters with tailored redox activity and chemical reactivity via modulating the ligand environment. Our synthetic approach uses dicopper(I) precursor complexes (Cu2L2) that assemble into a Cu4(μ4-S)L4 cluster with the addition of an appropriate sulfur source. Here, we summarize the features of the ligands L that stabilize precursor and Cu4(μ4-S) clusters, along with the alternative products that form with inappropriate ligands. The precursors are more likely to rearrange to Cu4(μ4-S) clusters when the Cu(I) ions are supported by bidentate ligands with 3-atom bridges, but steric and electronic features of the ligand also play crucial roles. Neutral phosphine donors have been found to stabilize Cu4(μ4-S) clusters in the 4Cu(I) oxidation state, while neutral nitrogen donors could not stabilize Cu4(μ4-S) clusters. Anionic formamidinate ligands have been found to stabilize Cu4(μ4-S) clusters in the 2Cu(I):2Cu(II) and 3Cu(I):1Cu(II) states, with both the formation of the dicopper(I) precursors and subsequent assembly of clusters being governed by the steric factor at the ortho positions of the N-aryl substituents. Phosphaamidinates, which combine a neutral phosphine donor and an anionic nitrogen donor in the same ligand, form multinuclear Cu(I) clusters unless the negative charge is valence-trapped on nitrogen, in which case the resulting dicopper precursor is unable to rearrange to a multinuclear cluster. Taken together, the results presented in this study provide design criteria for successful assembly of synthetic model clusters for the CuZ active site of N2OR, which should enable future insights into the chemical behavior of CuZ
Synthesis method of gamma-aryl substituted ketone compound
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Paragraph 0027-0028, (2020/12/31)
The invention relates to a synthetic method of an organic compound, in particular to a method for synthesizing a gamma-aryl substituted ketone compound by using a tertiary cyclobutanol derivative andaryl halide as reaction substrates under the catalytic action of nickel. According to the method, a substituted cyclobutanol compound shown as a formula I and a brominated compound shown as a formulaII are used as raw materials to obtain the gamma-aryl substituted ketone compound shown as a formula III. The nickel acetate tetrahydrate is rich in reserves and low in price, the reaction cost is reduced, and the method can be used for selectively synthesizing the remote gamma-aryl substituted ketone compound.
Co(III) N,N′-diarylformamidine dithiocarbamate complexes: Synthesis, characterization, crystal structures and biological studies
Oladipo, Segun D.,Omondi, Bernard,Mocktar, Chunderika
, (2020/03/10)
Three symmetric N,N-diarylformamidine dithiocarbamates, N,N′-bis(2,6-dimethylphenyl)formamidine dithiocarbamate (DTL1), N,N′-bis(2,6-disopropylphenyl)formamidine dithiocarbamate (DTL2) and N,N′-dimesitylformamidine dithiocarbamate (DTL3), and three unsymm
Hoveyda–Grubbs catalysts with an N→Ru coordinate bond in a six-membered ring. Synthesis of stable, industrially scalable, highly efficient ruthenium metathesis catalysts and 2-vinylbenzylamine ligands as their precursors
Polyanskii, Kirill B.,Alekseeva, Kseniia A.,Raspertov, Pavel V.,Kumandin, Pavel A.,Nikitina, Eugeniya V.,Gurbanov, Atash V.,Zubkov, Fedor I.
supporting information, p. 769 - 779 (2019/04/17)
A novel and efficient approach to the synthesis of 2-vinylbenzylamines is reported. This involves obtaining 2-vinylbenzylamine ligands from tetrahydroisoquinoline by alkylation and reduction followed by the Hofmann cleavage. The resultant 2-vinylbenzyl-amines allowed us to obtain new Hoveyda–Grubbs catalysts, which were thoroughly characterised by NMR, ESIMS, and X-ray crystallography. The utility of this chemistry is further demonstrated by the tests of the novel catalysts (up to 10?2 mol %) in different metathesis reactions such as cross metathesis (CM), ring-closing metathesis (RCM) and ring-opening cross metathesis (ROCM).
Synthesis and structural studies of nickel(II)- and copper(II)-N,N′-diarylformamidine dithiocarbamate complexes as antimicrobial and antioxidant agents
Oladipo, Segun D.,Omondi, Bernard,Mocktar, Chunderika
, p. 712 - 722 (2019/07/12)
A series of six N′N-diarylformamidine dithiocarbamate ligands and their metal complexes of Cu(II) and Ni(II) chloride salts have been synthesized. Three symmetrical, N,N′-bis(2,6-dimethylphenyl)formamidine dithiocarbamate (DL1), N,N′-bis(2,6-disopropylphe
Gold(I) Complexes Stabilized by Nine- and Ten-Membered N-Heterocyclic Carbene Ligands
Cervantes-Reyes, Alejandro,Rominger, Frank,Rudolph, Matthias,Hashmi, A. Stephen K.
supporting information, p. 11745 - 11757 (2019/08/20)
Nine- and ten-membered N-heterocyclic carbene (NHC) ligands have been developed and for the first time their gold(I) complexes were synthesized. The protonated NHC pro-ligands 2 a–h were prepared by the reaction of readily available N,N′-diarylformamidines with bis-electrophilic building blocks, followed by anion exchange. In situ deprotonation of the tetrafluoroborates 2 a–h with tBuOK in the presence of AuCl(SMe2) provided fast access to NHC-gold(I) complexes 3–10. These new NHC-gold(I) complexes show very good catalytic activity in a cycloisomerization reaction (0.1 mol % catalyst loading, up to 100 % conversion) and their solid-state structures reveal high steric hindrance around the metal atom (%Vbur up to 53.0) which is caused by their expanded-ring architecture.
FLUORINE-SUBSTITUTED NITROGEN-CONTAINING HETEROCYCLIC COMPOUND, AND METHOD FOR PRODUCING THE SAME
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Paragraph 0092, (2018/10/16)
PROBLEM TO BE SOLVED: To provide a new fluorine-substituted nitrogen-containing heterocyclic compound. SOLUTION: The present invention provides a compound represented by formula (1) or a salt thereof [where A is CRp, carbene carbon, or C=RA; --- is a double bond if A is CRp, while it is a single bond if A is carbene carbon; RA is O, S, or NR; Rp is a hydrogen atom or an organic group; each R is the same or different every time it occurs and represents a hydrogen atom or an organic group; RX is a hydrogen atom, a fluorine atom, a chlorine atom, Rf, or ORf; and Rf is a fluoroalkyl group]. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT
Eight-membered-ring diaminocarbenes bearing naphthalene moiety in the backbone: DFT studies, synthesis of amidinium salts, generation of free carbene, metal complexes, and solvent-free copper catalyzed azide-alkyne cycloaddition (CuAAC) reaction
Chesnokov, Gleb A.,Topchiy, Maxim A.,Dzhevakov, Pavel B.,Gribanov, Pavel S.,Tukov, Aleksandr A.,Khrustalev, Victor N.,Asachenko, Andrey F.,Nechaev, Mikhail S.
supporting information, p. 4331 - 4345 (2017/04/03)
A new type of eight-membered ring N-heterocyclic carbene (NHC) bearing a rigid naphthalene moiety in the backbone is reported for the first time. Stereoelectronic properties of 4,5-dihydro-1H-naphtho[1,8-ef][1,3]diazocin-3(2H)-ylidene (NaphtDHD) and small
