143901-96-6Relevant articles and documents
Photoactuators based on the dynamic molecular crystals of naphthalene acrylic acids driven by stereospecific [2+2] cycloaddition reactions
Liu, Jiaxi,Ye, Kaiqi,Shen, Yanbing,Peng, Jiang,Sun, Jingbo,Lu, Ran
supporting information, p. 3165 - 3175 (2020/03/19)
The photomechanical effects of the dynamic molecular crystals of halogen-substituted naphthalene acrylic acids (1FNaAA, 1ClNaAA, 1BrNaAA, 1INaAA and 6BrNaAA) have been investigated. Upon UV irradiation, the needle-like crystal of 1FNaAA curls away from the light source, while the slice-like crystal of 6BrNaAA bends towards the light source. Moreover, the light-induced bending, flipping and bursting are observed for the elongated needle-like crystals of 1FNaAA, and the slice-like crystals of 1ClNaAA and 1BrNaAA show bending, cracking, coiling, rotating and twisting triggered by 365 nm light. It is found that stereospecific [2+2] cycloaddition reactions take place in the crystals to afford one stereoisomer of β-type cyclobutanes, since 1FNaAA, 1ClNaAA, 1BrNaAA and 6BrNaAA pack in a head-to-head mode, which satisfies the Schmidt's topo-photochemical criteria. The strain can be generated and accumulated during the photodimerization, and the release of the strain leads to the photomechanical effects. This provides new clues for the development of photomechanical molecular crystals based on acrylic acids bearing halogen-substituted aromatic units.
Tri-substituted imidazole analogues of SB203580 as inducers for cardiomyogenesis of human embryonic stem cells
Low, Joo-Leng,Jürjens, Gerrit,Seayad, Jayasree,Seow, Jasmine,Ting, Sherwin,Laco, Filip,Reuveny, Shaul,Oh, Steve,Chai, Christina L.L.
supporting information, p. 3300 - 3303 (2013/06/27)
The p38α mitogen-activated protein kinase (MAPK) inhibitor SB203580 had been reported to enhance the cardiomyogenesis of human embryonic stem cells (hESCs). To investigate if tri-substituted imidazole analogues of SB203580 are equally effective inducers f
The abnormal behavior of an atropisomer: 3,3′-dibromo-1,1′- difluoro-2,2′-binaphthyl reacting with alkyllithium compounds
Leroux, Frederic,Mangano, Giuseppe,Schlosser, Manfred
, p. 5049 - 5054 (2007/10/03)
1-Fluoro-2-(triethylsilyl)naphthalene (1) and other 1-fluoronaphthalenes bearing a metalation-resistant substituent at the 2-position proved to be totally inert toward base attack. 3-Bromo-1-fluoronaphthalene (6), readily prepared from the 2-bromo isomer 5 by deprotonation-triggered heavy halogen migration, was converted into 3,3′-dibromo-1,1′-difluoro-2,2′- binaphthyl (8) by consecutive treatment with lithium diisopropylamide, copper(II) bromide and nitrobenzene. The dilithiated intermediate generated from the atropisomer 8 by treatment with 2 equiv. of butyllithium reacted with a variety of electrophiles to afford products such as the diacid 12 or the bis(phosphanes) 14 and 15 in high yields. The latter compound was also obtained in a straightforward manner from (4-fluoro-2-naphthyl)diphenylphosphane oxide (16). Unexpectedly, neither the 3,3′-dibromobinaphthyl 8 nor its 3,3′-diiodo analogue 18 were amenable to a unilateral but only to a double-sided halogen/metal permutation. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.
