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Synthesis of mono and doubly alkynyl substituted ferrocene and its crystal engineering using -C-H¡¤¡¤¡¤O supramolecular synthon

Mono and doubly alkynyl substituted ferrocene complexes, [Fc(CH2OCH2C{triple bond, long}CH)n], 2-3 (2: n = 1; 3: n = 2; Fc = ferrocene) have been synthesized from the room temperature reaction of mono and 1,1?-dihydroxymethyl ferrocene, Fc(CH2OH)n, 1a-b (1a: n = 1; 1b: n = 2) and propargyl bromide, in modest to good yields. These new ferrocene derivatives have been characterized by mass, IR, 1H, 13C NMR spectroscopy, and molecular structures of compound 2 and 3 were unequivocally established by single crystal X-ray diffraction study. The crystal structure analysis revealed that 2 and 3 consist of infinite 1D zig-zag hydrogen bonded chains and 2D microporous hydrogen bonded network of molecules, linked by intermolecular C-H¡¤¡¤¡¤O hydrogen bonding. The molecular structures of both 2 and 3 are further stabilized by C-H¡¤¡¤¡¤pi interactions.

Synthesis of mono and doubly alkynyl substituted ferrocene and its crystal engineering using -C-H¡¤¡¤¡¤O supramolecular synthon

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Reference£º
Iron Catalysis in Organic Synthesis | Chemical Reviews,
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion