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Combinatorial experimental and DFT theoretical investigation over the formation mechanism of a binuclear phthalocyanine dimer
- Wang, Chiming, Chen, Xin, Liu, Qingyun, Qi, Dongdong, Wang, Kang, Jiang, Jianzhuang
- RSC advances 2017 v.7 no.84 pp. 53043-53047
- ammonia, ammonium, reaction mechanisms
- Herein, a density functional calculation method was used to explore the formation mechanism of a metal-free, homobinuclear phthalocyanine dimer. The result not only well rationalizes the Pc dimer formation starting from 1,2-diamino-9,10,16,17,23,24-hexa-(2,6-dimethylphenoxy)-tribenzotetrazaporphyrin (1-OR) through an intricate pathway but, more importantly, also predicts the formation of ammonia during the reaction process; this results in the successful experimental detection of NH₄⁺ in the acidic reaction system. Further experimental efforts have facilitated the isolation of one of the theoretically revealed reaction intermediates di-[2-amino-7,8,14,15,21,22-hexa-(2,6-dimethylphenoxy)-tribenzotetrazaporphyrinato]-amine (9-OR); this indicates the significance of combining experimental with DFT calculation method towards clarifying the reaction mechanisms.