18958-57-1

Usage

Uses

Used in Chemical Synthesis:
BIS(TETRA-N-BUTYLAMMONIUM) BIS(MALEONITRILEDITHIOLATO) NICKEL COMPLEX is used as a key component in the preparation of macrocyclic π-electron-acceptor systems. Its redox-active nature and organometallic properties contribute to the formation of these systems, which have potential applications in various fields, such as materials science and electronics.
Used in Research and Development:
In the field of research and development, BIS(TETRA-N-BUTYLAMMONIUM) BIS(MALEONITRILEDITHIOLATO) NICKEL COMPLEX serves as a valuable compound for studying the properties and behavior of organometallic salts. Its unique characteristics allow scientists to explore new avenues in chemical synthesis and potentially discover novel materials with enhanced properties.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, the pharmaceutical industry could potentially benefit from the use of BIS(TETRA-N-BUTYLAMMONIUM) BIS(MALEONITRILEDITHIOLATO) NICKEL COMPLEX. Its organometallic nature and redox activity may lead to the development of new drugs or drug delivery systems, particularly in the areas of cancer treatment and other therapeutic applications.

Upstream product

• 1643-19-2 tetrabutylammomium bromide 

Downstream Products

• 1364040-28-7 [1,1'-dibenzyl-4,4'-bipyridinium][Ni(maleonitriledithiolate)2] 
• 55401-12-2 tetrabutylammonium bis(maleonitriledithiolato)nickelate(III) 
• 1334387-55-1 [(1,4-dibenzyl-piperazine-3,2-dithione)Ni(maleonitriledithiolato)] 

Relevant academic research and scientific papers

M(II) (M=Cu, Ni) Assisted C?S Bond Cleavage and Oxidative Dehydrogenation of Amine on Non-Innocent Salen Type Ligand Platforms by Varying Nitrogen vs. Sulfur Coordination Atoms

Herein, we report two newly synthesized salen-type ligands, 2,3-bis((3,5-di-tert-butyl-2-hydroxybenzyl)thio)maleonitrile (H2L1) and 2,3-bis((3,5-di-tert-butyl-2-hydroxybenzyl)amino)malenonitrile (H4L2), bearing different coordination sites (sulfur vs amine) at maleonitrile tethered moiety to investigate metal mediated non-innocence chemistry of these ligands. Upon metallation, ligand H2L1 did not yield simple metal-ligand complex, rather ligand was split into two organic fragments, dithiolene moiety (mnt)2? and phenol moiety via C?S bond cleavage wherein (mnt)2? formed a stable metal complex [M(mnt)2]2?. The C?S bond cleavage was interpreted in terms of strong p(π) … d(π) interaction between metal and dithiolene moiety in H2L1 ligand that invoked the intramolecular rearrangement facilitating C?S bond cleavage. Interestingly, the phenol moiety further transformed to either unprecedented 2,4-di-tert-butyl-6-methylenecyclohexa-2,4-dienone (i. e. spiro compound; 5) or 2,4-di-tert-butyl-6-(hydroxymethyl)phenol (6) depending on the temperature of reaction and type of metal ion used which was further predicted using DFT calculation. On the other hand, combined experimental and DFT studies explained that upon metallation, ligand H4L2 yielded non-cleavage [M(H2L2)] (3 for M=Cu(II) and 4 for M=Ni(II)) complex, which slowly oxidized at ?NH?CH2-(amine) region to ?N=CH? (imine) in H2L2 ligand under aerobic environment via C?H bond activation, yielding [CuII(L3)] (1) (or [NiII(L3)] (2) complex (H2L3=oxidatively dehydrogenated product of H4L2 ligand.