Synthesis Of Nickel(?) Norcorrole Derivatives

Nickel(?)norcorrole is more reactive than aromatic porphyrins due to its unique 16 ? electron antiaromatic structure,which has draw a lot of attention and research.This paper describes the modification and functionalization of nickel(?)norcorrole using its higher reactivity.It mainly consists of reaction of nickel(?)norcorrole with active methylene and double carbonyl activated alkyl alkyne with nickel(?)norcorrole to synthesize a series of novel norcorrole derivatives.First chapter,describes some of the research results with regard to the derivatization of nickel(?)norcorrole,since the structure of norcorrole was constructed.This chapter classifies these reactions which have been reported according to the type of reaction,consisting of the following reaction types: oxidization and reduction reaction,nucleophilic and electrophilic substitution reaction,[1,3] dipolar cycloaddition reaction,reaction of insertion and coupling.Second chapter,nickel(?)norcorrole and active methylene form a 3-active methylenesubstituted derivative under the base of cesium carbonate.We screened common bases in our laboratory,temperature,and solvent in the experiment,to obtain the feat reaction conditions.The key to this reaction is the acidity of the active methylene group.Hydrogen protons transfer under base conditions and nucleophilic substitution reaction carried out after carbon anion attacks substrate.Third chapter,the reaction of nickel(?)norcorrole with alkyl alkyne activated by dicarbonyl was carried out in toluene as solvent at 110 °C for 24 hours.A 3-position substituted derivative and a 3,8-disubstituted product were synthesized with high regioselectivity.The target product was gained in the lack of the catalyst triphenylphosphine under the forementioned conditions.The product has a special structure,including a structure of bridge ring,which become a compound of antiaromaticity.In addition,we try the reaction of 3-nitronickel(?)norcorrole and DMAD and get some information with respect to the products.