Gas-Phase Structure of 4-(4-Hydroxyphenylazo)phthalonitrile - Precursor for Synthesis of Phthalocyanines with Macrocyclic and Azo Chromophores
Аннотация
Равновесная структура свободных молекул 4-(4-гидроксифенилазо)фталонитрила (p-HPhAPN, C14N4H8O) была впервые исследована с помощью синхронного электронографического-масс-спектрометрического эксперимента, а также с помощью квантово-химических расчетов. Установлено, что p-HPhAPN в паре представлен в виде плоских азо-форм. Цис-транс-изомерия, азо-гидразонная таутомерия и вращения различных фрагментов в p-HPhAPN изучены на теоретических уровнях B3LYP-D3/pcseg-2 и DLPNO-CCSD(T0). Масс-спектр электронного удара p-HPhAPN, являющийся типичным для производных азобензола, был интерпретирован с использованием QCxMS расчетов на уровне теории GFN2-xTB. В связи с возможностями использования p-HPhAPN в получении фталоцианинов, сочетающих в себе макро-циклический и азо- хромофоры, исследовано строение соответствующих фталоцианинатов цинка.
Литература
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