Osmaindenes: Synthesis and Reversible Mechanochromism Characteristics

作者:Zhang, Ming-Xing; Yang, Xiaofei; Zhang, Kunming; Yin, Jun; Liu, Sheng Hua*
来源:Chemistry - A European Journal, 2021, 27(59): 14645-14652.
DOI:10.1002/chem.202102180

摘要

A series of novel osmaindenes 1-6 bearing different substituents (CF3, H, I, Br, OCH3, N(Ph)(2)) has been synthesized by nucleophilic reaction of water with the corresponding aromatic osmanaphthalyne complexes. All osmaindenes 1-6 have been characterized by elemental analysis (EA) and nuclear magnetic resonance (NMR) spectroscopy, although the low solubilities of 3 and 4 precluded the accumulation of their C-13 NMR spectra. Osmaindenes 2, 3 and 5 have also been characterized by single-crystal X-ray diffraction analysis. Subsequently, through solid-state fluorescence spectroscopy, mechanochromic studies, and powder X-ray diffraction (XRD) analysis, we found that osmaindenes 1-6 fluoresce at wavelengths in the range 500-800 nm, while also displaying reversible mechanochromic properties. The solid-state fluorescence emission of 1 after grinding extends into the near-infrared region. This research provides new insight into the design and synthesis of metallic materials with excellent mechanochromic properties.