573979-51-8

Upstream product

• 540-54-5 1-Chloropropane 
• 15223-25-3 N,N-dibenzylidenebenzene-1,2-diamine 
• 865-47-4 potassium tert-butylate 
• 106-94-5 propyl bromide 
• 95-54-5 1,2-diamino-benzene 
• 79-03-8 propionyl chloride 

Relevant academic research and scientific papers

Design and synthesis of novel phthalocyanines as potential antioxidant and antitumor agents starting with new synthesized phthalonitrile derivatives

New phthalonitrile derivatives formed from reactions of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) were considered as the key intermediates for the synthesis of new phthalocyanines. Moreover, new phthalonitrile derivatives 2, 5, 9, 10, 15 and 16 reac

Revealing the unusual role of bases in activation/deactivation of catalytic systems: O-NHC coupling in M/NHC catalysis

Numerous reactions are catalyzed by complexes of metals (M) with N-heterocyclic carbene (NHC) ligands, typically in the presence of oxygen bases, which significantly shape the performance. It is generally accepted that bases are required for either substrate activation (exemplified by transmetallation in the Suzuki cross-coupling), or HX capture (e.g. in a variety of C-C and C-heteroatom couplings, the Heck reaction, C-H functionalization, heterocyclizations, etc.). This study gives insights into the behavior of M(ii)/NHC (M = Pd, Pt, Ni) complexes in solution under the action of bases conventionally engaged in catalysis (KOH, NaOH, t-BuOK, Cs2CO3, K2CO3, etc.). A previously unaddressed transformation of M(ii)/NHC complexes under conditions of typical base-mediated M/NHC catalyzed reactions is disclosed. Pd(ii) and Pt(ii) complexes widely used in catalysis react with the bases to give M(0) species and 2(5)-oxo-substituted azoles via an O-NHC coupling mechanism. Ni(NHC)2X2 complexes hydrolyze in the presence of aqueous potassium hydroxide, and undergo the same O-NHC coupling to give azolones and metallic nickel under the action of t-BuOK under anhydrous conditions. The study reveals a new role of NHC ligands as intramolecular reducing agents for the transformation of M(ii) into ligandless M(0) species. This demonstrates that the disclosed base-mediated O-NHC coupling reaction is integrated into the catalytic M/NHC systems and can define the mechanism of catalysis (molecular M/NHC vs. NHC-free cocktail-type catalysis). A proposed mechanism of the revealed transformation includes NHC-OR reductive elimination, as implied by a series of mechanistic studies including 18O labeling experiments.

Preparation of diamidochloro(cyclopentadienyl)titanium derivatives as pre-catalysts for olefin polymerization (see abstract)

The synthesis of N,N′-alkyl 1,2-phenylenediamines 1,2-C 6H4(NHR)2 [R = CH2CH 2CH3 (nPr), CH2tBu (Np)] was carried out in three steps by lithiation of the primary 1,2-phenylenediamine, reaction with the appropriate acyl chloride and reduction with LiAlH4. The addition of nBuLi to a stirred solution of N,N′-alkyl diamines in cold hexane resulted in the immediate deposition of the corresponding lithium salts, which react with [MCpR′Cl3] to give the diamidochloro(η5-cyclopentadienyl)titanium and -zirconium complexes [MCpR′(1,2-C6H4(NR) 2}Cl] (4-10) [M = Ti, Zr; CpR′ = η5-C5H5, η5-C 5(CH3)5, η5-C5H 4(SiMe3); R = nPr, Np]. The compound [Ti(η 5-C5H5){1,2-C6H4(NnPr) 2}Cl] (3) was obtained by treatment of [Ti(η5-C 5H5)Cl3] with 1,2-C6H 4(NHnPr)2 in the presence of NEt3 in toluene. All the reported compounds were characterized by the usual analytical and NMR spectroscopic methods. The molecular structures of 3 and 7 were determined by single-crystal X-ray crystallography. The compounds described here were further investigated as potential olefin polymerization catalysts. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

High-pressure alkylation of bis(benzylidene)phenylenediamines

The reactions of alkyl chlorides with bisanils (obtained from o-, m-, and p-phenylenediamines) under high pressure (10 kbar) were studied. Depending on the structure of the starting diamines and the solvent nature, hydrolysis of the reaction mixtures gave