![]() While the crystals of 1a delaminate and release gaseous N 2 indiscriminately under paraffin oil, the crystals of 1b and 1c visibly expand, bend, and fracture, mainly along specific crystallographic faces, before releasing N 2. However, despite having very similar crystal packing motifs, the three compounds exhibit distinct photomechanical responses in bulk crystals. ![]() Mechanistic studies using laser flash photolysis, supported by quantum mechanical calculations, show that each of the vinyl azides degrades through a vinylnitrene intermediate. When exposed to UV light, single crystals of the vinyl azides 3-azido-1-phenylpropenone ( 1a), 3-azido-1-(4-methoxyphenyl)propenone ( 1b), and 3-azido-1-(4-chlorophenyl)propenone ( 1c) exhibit dramatic mechanical effects by cracking or bending with the release of N 2.
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