446
S. Kobatake and D. Kitagawa
28. Bushuyev OS, Tomberg A, Friscic T, Barrett CJ (2013) Shaping crystals with light: crystal-tocrystal isomerization and photomechanical effect in fluorinated azobenzenes. J Am Chem Soc
135:12556–12559
29. Taniguchi T, Fujisawa J, Shiro M, Koshima H, Asahi T (2016) Mechanical motion of chiral
azobenzene crystals with twisting upon photoirradiation. Chem Eur J 22:7950–7958
30. Taniguchi T, Asahi T, Koshima H (2019) Photomechanical azobenzene crystals. Crystals 9:437
31. Koshima H, Nakaya H, Uchimoto H, Ojima N (2012) Photomechanical motion of furylfulgide
crystals. Chem Lett 41:107–109
32. Koshima H, Takechi K, Uchimoto H, Shiro M, Hashizume D (2011) Photomechanical bending
of salicylideneaniline crystals. Chem Commun 47:11423–11425
33. Koshima H, Matsuo R, Matsudomi M, Uemura Y, Shiro M (2013) Light-driven bending crystals of salicylidenephenylethylamines in enantiomeric and racemate forms. Cryst Growth Des
13:4330–4337
34. Takanabe A, Tanaka M, Johmoto K, Uekusa H, Mori T, Koshima H, Asahi T (2016) Optical
activity and optical anisotropy in photomechanical crystals of chiral salicylidenephenylethylamines. J Am Chem Soc 138:15066–15077
35. Al-Kaysi RO, Bardeen CJ (2007) Reversible photoinduced shape changes of crystalline organic
nanorods. Adv Mater 19:1276–1280
36. Zhu L, Al-Kaysi RO, Dillon RJ, Tham FS, Bardeen CJ (2011) Crystal structures and photophysical properties of 9-anthracene carboxylic acid derivatives for photomechanical applications.
Cryst Growth Des 11:4975–4983
37. Zhu L, Al-Kaysi RO, Bardeen CJ (2011) Reversible photoinduced twisting of molecular crystal
microribbons. J Am Chem Soc 133:12569–12575
38. Zhu L, Agarwal A, Lai J, Al-Kaysi RO, Tham FS, Ghaddar T, Mueller L, Bardeen CJ (2011)
Solid-state photochemical and photomechanical properties of molecular crystal nanorods
composed of anthracene ester derivatives. J Mater Chem 21:6258–6268
39. Kim T, Al-Muhanna MK, Al-Suwaidan SD, Al-Kaysi RO, Bardeen CJ (2013) Photoinduced
curling of organic molecular crystal nanowires. Angew Chem Int Ed 52:6889–6893
40. Koshima H, Uchimoto H, Taniguchi T, Nakamura J, Asahi T, Asahi T (2016) Mechanical motion
of molecular crystals induced by [4 + 4] photodimerization. CrystEngComm 18:7305–7310
41. Kim T, Zhu L, Mueller LJ, Bardeen CJ (2012) Dependence of the solid-state photomechanical
response of 4-chlorocinnamic acid on crystal shape and size. CrystEngComm 14:7792–7799
42. Sun JK, Li W, Chen C, Ren CX, Pan DM, Zhang J (2013) Photoinduced bending of a large
single crystal of a 1,2-bis(4-pyridyl)ethylene-based pyridinium salt powered by a [2 + 2]
cycloaddition. Angew Chem Int Ed 52:6653–6657
43. Naumov P, Kowalik J, Solntsev KM, Baldridge A, Moon JS, Kranz C, Tolbert LM (2010)
Topochemistry and photomechanical effects in crystals of green fluorescent protein-like chromophores: effects of hydrogen bonding and crystal packing. J Am Chem Soc 132:5845–5857
44. Nakai H, Matsuba K, Akimoto M, Nozaki T, Matsumoto T, Isobe K, Irie M, Ogo S (2016)
Photoinduced bending of rod-like millimetre-size crystals of a rhodium dithionite complex
with n-pentyl moieties. Chem Commun 52:4349–4352
45. Naumov P, Sahoo SC, Zakharov BA, Boldyreva EV (2013) Dynamic single crystals: kinematic analysis of photoinduced crystal jumping (the photosalient effect). Angew Chem Int Ed
52:9990–9995
46. Seki T, Sakurada K, Muromoto M, Ito H (2015) Photoinduced single-crystal-to-single-crystal
phase transition and photosalient effect of a gold(I) isocyanide complex with shortening of
intermolecular aurophilic bonds. Chem Sci 6:1491–1497
47. Colombier I, Spagnoli S, Corval A, Baldeck PL, Giraud M, Leaustic A, Yu P, Irie M (2007)
Diarylethene microcrystals make directional jumps upon ultraviolet irradiation. J Chem Phys
126:011101
48. Hatano E, Morimoto M, Hyodo K, Yasuda N, Yokojima S, Nakamura S, Uchida K (2016)
Photosalient effect of a diarylethene with a perfluorocyclohexene ring. Chem Eur J 22:12680–
12683
S. Kobatake and D. Kitagawa
28. Bushuyev OS, Tomberg A, Friscic T, Barrett CJ (2013) Shaping crystals with light: crystal-tocrystal isomerization and photomechanical effect in fluorinated azobenzenes. J Am Chem Soc
135:12556–12559
29. Taniguchi T, Fujisawa J, Shiro M, Koshima H, Asahi T (2016) Mechanical motion of chiral
azobenzene crystals with twisting upon photoirradiation. Chem Eur J 22:7950–7958
30. Taniguchi T, Asahi T, Koshima H (2019) Photomechanical azobenzene crystals. Crystals 9:437
31. Koshima H, Nakaya H, Uchimoto H, Ojima N (2012) Photomechanical motion of furylfulgide
crystals. Chem Lett 41:107–109
32. Koshima H, Takechi K, Uchimoto H, Shiro M, Hashizume D (2011) Photomechanical bending
of salicylideneaniline crystals. Chem Commun 47:11423–11425
33. Koshima H, Matsuo R, Matsudomi M, Uemura Y, Shiro M (2013) Light-driven bending crystals of salicylidenephenylethylamines in enantiomeric and racemate forms. Cryst Growth Des
13:4330–4337
34. Takanabe A, Tanaka M, Johmoto K, Uekusa H, Mori T, Koshima H, Asahi T (2016) Optical
activity and optical anisotropy in photomechanical crystals of chiral salicylidenephenylethylamines. J Am Chem Soc 138:15066–15077
35. Al-Kaysi RO, Bardeen CJ (2007) Reversible photoinduced shape changes of crystalline organic
nanorods. Adv Mater 19:1276–1280
36. Zhu L, Al-Kaysi RO, Dillon RJ, Tham FS, Bardeen CJ (2011) Crystal structures and photophysical properties of 9-anthracene carboxylic acid derivatives for photomechanical applications.
Cryst Growth Des 11:4975–4983
37. Zhu L, Al-Kaysi RO, Bardeen CJ (2011) Reversible photoinduced twisting of molecular crystal
microribbons. J Am Chem Soc 133:12569–12575
38. Zhu L, Agarwal A, Lai J, Al-Kaysi RO, Tham FS, Ghaddar T, Mueller L, Bardeen CJ (2011)
Solid-state photochemical and photomechanical properties of molecular crystal nanorods
composed of anthracene ester derivatives. J Mater Chem 21:6258–6268
39. Kim T, Al-Muhanna MK, Al-Suwaidan SD, Al-Kaysi RO, Bardeen CJ (2013) Photoinduced
curling of organic molecular crystal nanowires. Angew Chem Int Ed 52:6889–6893
40. Koshima H, Uchimoto H, Taniguchi T, Nakamura J, Asahi T, Asahi T (2016) Mechanical motion
of molecular crystals induced by [4 + 4] photodimerization. CrystEngComm 18:7305–7310
41. Kim T, Zhu L, Mueller LJ, Bardeen CJ (2012) Dependence of the solid-state photomechanical
response of 4-chlorocinnamic acid on crystal shape and size. CrystEngComm 14:7792–7799
42. Sun JK, Li W, Chen C, Ren CX, Pan DM, Zhang J (2013) Photoinduced bending of a large
single crystal of a 1,2-bis(4-pyridyl)ethylene-based pyridinium salt powered by a [2 + 2]
cycloaddition. Angew Chem Int Ed 52:6653–6657
43. Naumov P, Kowalik J, Solntsev KM, Baldridge A, Moon JS, Kranz C, Tolbert LM (2010)
Topochemistry and photomechanical effects in crystals of green fluorescent protein-like chromophores: effects of hydrogen bonding and crystal packing. J Am Chem Soc 132:5845–5857
44. Nakai H, Matsuba K, Akimoto M, Nozaki T, Matsumoto T, Isobe K, Irie M, Ogo S (2016)
Photoinduced bending of rod-like millimetre-size crystals of a rhodium dithionite complex
with n-pentyl moieties. Chem Commun 52:4349–4352
45. Naumov P, Sahoo SC, Zakharov BA, Boldyreva EV (2013) Dynamic single crystals: kinematic analysis of photoinduced crystal jumping (the photosalient effect). Angew Chem Int Ed
52:9990–9995
46. Seki T, Sakurada K, Muromoto M, Ito H (2015) Photoinduced single-crystal-to-single-crystal
phase transition and photosalient effect of a gold(I) isocyanide complex with shortening of
intermolecular aurophilic bonds. Chem Sci 6:1491–1497
47. Colombier I, Spagnoli S, Corval A, Baldeck PL, Giraud M, Leaustic A, Yu P, Irie M (2007)
Diarylethene microcrystals make directional jumps upon ultraviolet irradiation. J Chem Phys
126:011101
48. Hatano E, Morimoto M, Hyodo K, Yasuda N, Yokojima S, Nakamura S, Uchida K (2016)
Photosalient effect of a diarylethene with a perfluorocyclohexene ring. Chem Eur J 22:12680–
12683