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Jumping Crystals of Pyrene Tweezers: Crystal‐to‐Crystal Transition Involving π / π ‐to‐CH/ π Assembly Mode Switching
Author(s) -
Shibuya Yoshiki,
Itoh Yoshimitsu,
Aida Takuzo
Publication year - 2017
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201700083
Subject(s) - pyrene , crystal (programming language) , stacking , crystallography , jumping , chemistry , photochemistry , tweezers , crystal structure , materials science , organic chemistry , physiology , computer science , biology , programming language
Crystals of pyrene tweezers 1 with interdigitating pyrenyl blades jump vigorously at around 160 °C. Single‐crystal X‐ray diffraction analysis before jumping revealed the presence of a “pyrene tetrad” in the crystal lattice, where four pyrenyl blades are π ‐stacked on top of each other. Upon heating the crystal to induce the jumping event, inner two pyrenyl blades in the “pyrene tetrad” probably rotate to switch off their π ‐stacking interaction with the neighboring outer pyrenyl blades and form new CH− π bonds. Different from reported salient crystals, our crystal jumps with the release of CHCl 3 as inclusion solvent.