Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 8, Pages 2143-2146Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201306746
Keywords
C-C bond cleavage; coordination polymers; cycloaddition; polymorphism; solid-state reactions
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Funding
- Ministry of Education Singapore through NUS FRC [R-143-000-562-112]
- BK21 Plus [10Z20130000023]
- Basic Research through the National Research Foundation of Korea (NRF) [2011-0009930]
- Ministry of Education, Science and Technology (MEST)
- POSTECH [2012-3rd-2D-003]
- National Research Foundation of Korea [2011-0009930] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)
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A [2+2] cycloaddition reaction has been observed in a number of solids. The cyclobutane ring in a photodimerized material can be cleaved into olefins by UV light and heat. The high thermal stability of the metal-organic salt K2SDC (H2SDC=4,4'-stilbenedicarboxylic acid) has been successfully utilized to investigate the reversible cleavage of a cyclobutane ring. The two polymorphs of K2SDC undergo reversible cyclobutane formation by UV light and cleavage by heat in cycles. Of these, one polymorph retains its single-crystal nature during the reversible processes. Polymorphs are known to show different physical properties and chemical reactivities. This work reveals that the retention of single-crystal nature is strongly associated with the packing of molecules, which is controlled by kinetics and thermodynamics. The photoemissive nature of the products makes this as a promising material for photoswitches and optical data storage devices.
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