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Triazene

About: Triazene is a research topic. Over the lifetime, 759 publications have been published within this topic receiving 8714 citations. The topic is also known as: Triazene cleavage & 1-triazene.


Papers
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Journal ArticleDOI
TL;DR: In this paper, excimer laser polymer ablation experiments on polymers with triazene groups (Ph-N=N-NR 2 ) as well as their photolytical behavior are reported.
Abstract: We report on excimer laser polymer ablation experiments on polymers with triazene groups (Ph-N=N-NR 2 ) as well as their photolytical behavior. Two polyesters incorporating the photosensitive triazene group and their main chain (PEla,b) are compared with one that contains this group as a pendant unit (PE2). With respect to the characteristic ablation parameters, there is no significant difference between these species but in comparison to a triazeno-polysulfide we observe increased efficiency in terms of the saturation depth d max . In contrast, the quality of the patterns depends on the topology of the triazene-containing polyester: the main-chain polyester displays ablation micropatterns of improved quality. The photolysis in solution occurs faster for the main-chain polymers built up from cyclic monomers than for open ring structures. Polymeric triazenes are photolyzed slower than the corresponding monomeric diols.

13 citations

Book ChapterDOI
TL;DR: In this article, the preparation and properties of silyl, germyl, and stannyl derivatives of some azenes, N n H n (n=2-5) were discussed.
Abstract: Publisher Summary This chapter discusses the preparation and properties of silyl, germyl, and stannyl derivatives of some azenes, N n H n (n=2–5) It also discusses the preparation and properties of Group IV derivatives of diazene, Group IV derivatives of triazene, tetrazene, and pentazene The silyl derivatives of nitrogen are usually more stable thermally than the corresponding hydrogen derivatives Bis(trimethylsilyl)diazene (BSD), Me 3 Si–N=N–SiMe 3 , may be prepared easily by the oxidation of lithium tris(trimethylsily1)hydrazide with appropriate oxidizing agents The hydrolysis of other azosilanes and azogermanes is expected to be analogous to that of BSD To explain the thermolysis mechanism, the effects of reaction temperature, BSD concentration, and reaction medium on the yield of the thermolysis products have been investigated, and the nature of radical side products and the dependence of their yield on the reaction conditions have been studied BSD is exceedingly reactive, and the same is generally true for silyl and germyldiazenes The inner molecular orbitals, significant for chemical reactions of BSD, are the highest occupied n + and the lowest vacant π* molecular orbitals, which unlike the corresponding orbitals of azoalkanes lie energetically very high and low, respectively On this basis, silyl diazenes should be good ligands, acting as strong n donors and moderate π acceptors

13 citations

Journal ArticleDOI
TL;DR: A novel strategy for regioselective cross-dehydrogenative couplings of two different C-H bonds is provided and α-carbon configuration of some amino acid residues in the substrates was kept after the reactions, and the couplings for substrates with substituted phenylalanine residues exhibited complete β-carbon diastereoselectivity for induction of the chiral α- carbon.
Abstract: Cross-dehydrogenative couplings of two different C-H bonds have emerged as an attractive goal in organic synthesis. However, achieving regioselective C-H activation is a great challenge because C-H bonds are ubiquitous in organic compounds. Actually, the regioselective couplings promoted by enzymes are a common occurrence in nature. Herein, we have developed simple, efficient and general transition metal-free intramolecular couplings of alphatic and aromatic C-H bonds. The protocol uses readily available aryl triazene as the radical initiator, cheap K2S2O8 as the oxidant, and the couplings were performed well with excellent tolerance of functional groups. Interestingly, α-carbon configuration of some amino acid residues in the substrates was kept after the reactions, and the couplings for substrates with substituted phenylalanine residues exhibited complete β-carbon diastereoselectivity for induction of the chiral α-carbon. Therefore, the present study should provide a novel strategy for regioselective cross-dehydrogenative couplings of two different C-H bonds.

13 citations

Journal ArticleDOI
TL;DR: In this article, the rate constants of the hydrochloric acid-catalyzed rearrangement of N-methyldiaryltriazenes were determined in 95% aqueous ethanol in the presence of n-methylaniline.
Abstract: The rate constants of the hydrochloric acid-catalyzed rearrangement of N-methyldiaryltriazenes were determined in 95% aqueous ethanol in the presence of N-methylaniline. Electrondonating substituents on the diazo-part in triazene promoted the rearrangement. A Hammett plot of the rate constants gave a good straight line. The negative ρ-value (−3.63 at 30.0°C) and the large positive values of the entropy of activation suggested that the rate-determining step in this rearrangement is the dissociation of protonated triazene; this is in contrast with the case of the Friswell-Green mechanism. This theory was suppoted by such a solvent effect as that the rate decreased a little as the polarity of the solvent increased. The kinetic behavior of triazenes in the absence of N-methylaniline, and the incorporation of N-methyl-o-toluidine into the product in the rearrangement of 1-p-chlorophenyl-3-methyl-3-phenyltriazene (Id), were also discussed in connection with the above mechanism.

13 citations

Journal ArticleDOI
TL;DR: A reaction of 1-[(2-carboxymethyl)benzene]-3-[2-pyridine]triazene (HL) and Ni(Ac)2⋅ 4H2O yields crystals of {Ni6L2L 2L′2(μ3-OH)2(CH3O)2

13 citations


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Performance
Metrics
No. of papers in the topic in previous years
YearPapers
20236
202223
202116
202015
201917
201813