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1-(2-Chloro-phen-yl)-2-(2-methyl-5-phenyl-3-thien-yl)-3,3,4,4,5,5-hexa-fluoro-cyclo-pent-1-ene: a new photochromic diaryl-ethene.

ABSTRACT: The title compound, C(22)H(13)ClF(6)S, is a hybrid diaryl-ethene derivative with one 3-thienyl substituent, and a Cl-substituted six-membered aryl unit bonded to the double bond of a hexa-fluoro-cyclo-pentene ring. In the crystal structure, the mol-ecule adopts a photo-active anti-parallel conformation that can undergo effective photocyclization reactions. The distance between the two reactive C atoms is 3.848?(3)?Å. The dihedral angles between the least-squares cyclo-pentene plane and those of the adjacent thio-phene and chloro-phenyl rings are 49.39?(8) and 59.88?(8)°, respectively. The F atoms are disordered over two positions, with site occupancy factors of 0.6 and 0.4.

SUBMITTER: Gong S

PROVIDER: S-EPMC2961463 | biostudies-literature | 2008 May

REPOSITORIES: biostudies-literature

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1-(2-Chloro-phen-yl)-2-(2-methyl-5-phenyl-3-thien-yl)-3,3,4,4,5,5-hexa-fluoro-cyclo-pent-1-ene: a new photochromic diaryl-ethene.

Gong Shanshan S Fan Congbin C Liu Weijun W Liu Gang G

Acta crystallographica. Section E, Structure reports online 20080510 Pt 6

The title compound, C(22)H(13)ClF(6)S, is a hybrid diaryl-ethene derivative with one 3-thienyl substituent, and a Cl-substituted six-membered aryl unit bonded to the double bond of a hexa-fluoro-cyclo-pentene ring. In the crystal structure, the mol-ecule adopts a photo-active anti-parallel conformation that can undergo effective photocyclization reactions. The distance between the two reactive C atoms is 3.848 (3) Å. The dihedral angles between the least-squares cyclo-pentene plane and those of ...[more]

PMID: 21202552

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1,2-Bis[5-(4-cyano-phen-yl)-2-methyl-3-thien-yl]-3,3,4,4,5,5-hexa-fluoro-cyclo-pent-1-ene: a photochromic diaryl-ethene compound.

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5-n-Butyl-4-[2-(2-ethyl-1-benzothio-phen-3-yl)-3,3,4,4,5,5-hexa-fluoro-cyclo-pent-1-en-1-yl]thio-phene-2-carbaldehyde.

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3,3,4,4,5,5-Hexa-fluoro-1,2-bis-[5-(2-fluoro-4'-undecyl-oxybiphenyl-4-yl)-2-methyl-3-thien-yl]cyclo-pentene.

Project description:The title compound, C(61)H(68)F(8)O(2)S(2), is a photochromic liquid crystal based on diaryl-ethene as photoswitchable unit. The F atoms connected to the benzene rings are disordered over two positions; the site-occupation factors refined to 0.830?(3)/0.170?(3). The mol-ecule adopts a photo-active anti-parallel conformation and the distance between the two reactive C atoms of the thio-phene rings is 3.448?(3)?Å. The dihedral angles between the central cyclo-pentene ring and the adjacent thio-phene rings are 43.56?(3) and 48.58?(3)°. These structural elements exhibit a suitable geometry for photochromic behaviour in the crystalline state.

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