Investigation of 2,6-disubstituted N,N,N′,N′-tetramethyl-p-phenylenediamines as precursors/building blocks for molecular magnets

Abstract

The synthesis of 2,6-disubstituted N,N,N',N'-tetramethyl-p-phenylenediamines (R ~Cl, Br, I, CN, or CMCSi(CH 3 ) 3 ), potential precursors/building blocks for molecular magnets, is presented. In addition to standard methods ( 1 H NMR, 13 C NMR, MS, IR, UV), the products were also characterised by means of cyclic voltammetry. Completely reversible electrochemical behaviour was observed for both the CN and the CMCSi(CH 3 ) 3 derivatives. Moreover, the corresponding radical cations and the dications were observed by cyclic voltammetry for these compounds. The first oxidation step of the Cl and the Br derivatives was also found to be reversible, although a chemical side reaction was detected after oxidation to the corresponding dication. The radical cation could not be detected for the I derivative. In this case direct oxidation to the dication followed by a chemical reaction was observed.

The Rehm–Weller Experiment in View of Distant Electron Transfer

“…2,5‐Bis(dimethylamino)‐1,3‐benzenedicarbonitrile (DMBCN, ${E{{{\rm ox}\hfill \atop 1/2\hfill}}}$ =0.73 V,81 E 00 =2.76 eV82, τ =22 ns) was synthesised and purified as described in reference 81. 1,4‐Dinitrobenzene (14DNB, Aldrich, 98 %), 4‐nitrobenzonitrile (4NBN, Fluka, 98 %), 1,3‐dinitrobenzene (13DNB, Schuchardt), 3‐nitrobenzaldehyde (3NBA, Aldrich, 99 %), 1‐chloro‐4‐nitrobenzene (Cl4NB, Aldrich, 99 %), quinoxaline (Qui, Fluka, 97 %), 2,3‐dimethylquinoxaline (23MQui, Aldrich, 97 %), 4,4′‐dimethylbenzophenone (44MBP, Fluka,>98 %) and 4,4′‐dimethoxybenzophenone (44MoBP, Schuchardt, 98 %) were purified by sublimation.…”

“…Experimental Section 2,5-Bis(dimethylamino)-1,3-benzenedicarbonitrile (DMBCN, E ox 1=2 = 0.73 V, [81] E 00 = 2.76 eV [82] , t = 22 ns) was synthesised and purified as described in reference [81] Absorption spectra were recorded on a Shimadzu UV-3101PC UV-VIS-NIR spectrophotometer. Fluorescence spectra were recorded on a Jobin- Table 2.…”

Nanofiltration Membranes with Modified Active Layer Using Aromatic Polyamide Dendrimers

“…Thus, 2,6-diiodobenzene-1,4-diamine was synthesized by reduction of diiodonitroaniline and used for dendrimer preparation in the same way as for dendrimers G1-G3. [ 18 ] Dendrimers 2I-Gn (n = 1-3) were obtained in the yields of 43, 72, and 56%, respectively. Their structures have been characterized by 1 H NMR, 13 C NMR, and MALDI-TOF mass spectrometry.…”

Online Dispute Resolution for Small Civil Claims in Victoria: A New Paradigm in Civil Justice

“…47 He argues that, under article VII of the Convention on the Recognition and Enforcement of Foreign Arbitral Awards, the enforcement of online arbitration agreements and the resulting awards are possible in cases where a national law or international treaty or convention permits the recognition and enforcement of arbitration agreements concluded and signed electronically. 48 Further, given the principle of party autonomy, parties can tailor the proceedings to their specific needs. For example, the parties can agree to adopt a particular set of procedural rules that allow for the use of novel technologies in the resolution process to reduce prohibitive costs, especially in cross-border disputes.…”