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.

Multifunctional Linkers as an Efficient Tool for the Synthesis of Diverse Small Molecule Libraries: The Triazene Anchors

Abstract: Publisher Summary Triazenes provide new possibilities for the activation of the ortho-position of arenes by coordination of metal ions and/or by lowering the electron density of the arene ring, they are also ideal synthons for diazonium salts. This chapter discusses two linkers based on the triazene chemistry, T 1 and T 2, used for the synthesis of diverse small molecule libraries. While the T 1 linker system consists of 3,3-dialkyl-1 aryl triazene bound to the support via the alkyl chain, the T 2 linker family is based on immobilized aryl diazonium salts. The triazene T 1 linker has been successfully used as a linker for arenes. While the T 1 linker involves an immobilization of a diazonium salt on an amine resin, the T 2 linker represents the reversal of this concept. The T2 linker has recently been shown to be a versatile backbone amide anchor. Immobilized disubstituted triazenes were acylated with carboxylic acid anhydrides or chlorides to give amide derivatives. These amides were cleaved under very mild conditions using trimethyl chlorosilane. This sequence thus, employs the T 2 system as backbone amine linker and was demonstrated in the automated library synthesis of substituted amide derivatives.

Triazene derivatives of (1,x)-diazacycloalkanes. Part V.1 Synthesis and characterization of 4-ethyl-3-({6-ethyl-3-[2-aryl-1-diazenyl]hexahydro-1-pyrimidinyl}methyl)-1-[2-aryl-1-diazenyl)hexa- hydropyrimidines from the reaction of diazonium salts with mixtures of formaldehyde and 1,3-diaminopentane

Abstract: A new series of bistriazenes has been synthesized from a general reaction of diazonium salts with a mixture of 1,3-diaminopentane (DYTEK® EP diamine) and formaldehyde, which affords the 4-ethyl-3-({6-ethyl-3-[2-aryl-1-diazenyl]hexahydro-1-pyrimidinyl}methyl)-1-[2-aryl-1-diazenyl]hexahydropyrimidines (1). Each of the molecules of type 1 is built up of two equivalent 3-(aryldiazenyl)-6-ethylhexahydro-1-pyrimidinyl groups attached to a central methylene group. The importance of this study is in part due to the fact that the formaldehyde–1,3-diaminopentane system has not previously been investigated. All new compounds have been characterized by IR and NMR spectroscopy, with elemental analysis for selected compounds; one example from the series has been unequivocally characterized by X-ray crystallography. Although analysis of the NMR spectra is made somewhat difficult because of broadness and coalescence of signals due to the rotational dynamics of the N—N single bonds, it is possible to fully assign the prot...

Synthesis and in solution and solid state structural study of intramolecular Pt...H interactions in pentafluorophenyl platinum(II) complexes containing the ligands triazene, formamidine, and 2-aminopyridine.

Abstract: The preparation of the [NBu4][Pt(C6F5)3L] complexes (L=triazene, formamidine, 2-aminopyridine,) have been carried out. These ligands contain a hydrogen atom, with more or less acidic character, in a position suitable for establishing an intramolecular hydrogen bonding interaction with the metal center. This interaction has been detected in solution for; its 1H NMR spectrum shows that the resonance assignable to this hydrogen has platinum satellites. For, this coupling is not observed, and the interaction, if it exists, has to be weaker because of the less acidic character of the hydrogen atom. The 2-aminopyridine ligand is more flexible than the triazene or formamidine, and also in this case, no evidence of the interaction in solution is obtained. Nevertheless, if another potential proton acceptor is present, such as ClO4- in [NBu4]2[Pt(C6F5)3(C5H6N2)](ClO4), a conventional N-H...O-Cl hydrogen bond is formed. The crystal structures of complexes have been determined by X-ray diffraction.

Crystal Structure of Triazene-1,3-di(2-methoxyphenyl)

Abstract: their interesting structural, anticancer, and reactivity properties. They have been used in medicinal, combinatorial chemistry, in natural synthesis and as organometalic ligands.1 Triazenes compounds, characterized by having a diazoamino group (–N=N–N<), commonly adopt a trans configuration in the ground state.2,3 In this paper, we show the crystal structure of a new triazene ligand (triazene 1,3-di(2-methoxyphenyl) (Fig. 1). The compound was prepared by the following method: A 1 liter flask was charged with 100 g of ice and 150 ml of water and then cooled to 0 ̊C in an ice-bath. To this was added 12.30 g (0.10 mol) of o-anisidine and 13 g (0.13 mol) of hydrochloric acid (d = 1.18 g/ml). To this solution was added a solution of NaNO2 containing 4.10 g (0.06 mol) in 25 ml of water during a 15 min period. After mixing for 15 min a solution containing 14.76 g (0.18 mol) of sodium acetate in 45 ml of water was added. After mixing for 45 min the brown product was filtered and dissolved in Et2O, and was crystallized in a freezer. Yield, 50% (6.85 g). Recrystallization from Et2O afforded the product as an orange crystalline material. M. P. 95 – 97 ̊C. The crystal structure of triazene-1,3-di(2-methoxyphenyl) was solved by direct methods and refined by full-matrix least squares using the program SHELXTL-98.4 The H atoms were refined isotropically. The molecular structure of crystalline triazene-1,3-di(2-methoxyphenyl) is presented in Fig. 2. The N(1)–N(2)–N(3) bond angle and the C(8)–N(1)–N(2)–N(3) dihedral angle in this compound are 112.47 and 179.82, x79 ANALYTICAL SCIENCES 2006, VOL. 22