Intermolecular [2+2] photocycloaddition of formyl- and cyano-substituted diphenylhexatrienes in the solid state

Chemistry Letters

Volumn , Issue 5, 2001, Pages 410-411

  Sonoda, Yoriko ^a   Miyazawa, Akira ^a   Hayashi, Shigenobu ^a   Sakuragi, Masako ^a  

^a NATL INST OF MAT AND CHEM RES   (Japan)

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[No Author keywords available]

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EID: 0035533860     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2001.410     Document Type: Article

References (19)

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10. cis→trans Isomerization in the solid state seemed to occur for some of the derivatives.
11. 2).
12. 1-CH=CH-), 4.08 (2H, dd, J = 3.9 and 2.0 Hz, cyclobutane ring protons adjacent to phenyl) and 3.84 (2H, ddd, J = 7.3, 3.7 and 2.2 Hz, cyclobutane ring protons adjacent to monoene).
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14. 6).
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16. 4N).
17. -1 from the position in solution, indicating that the intermolecular C-H⋯O interactions in 2a are weaker than those in 1a. This may be correlated with the inefficient oligomerization for the formyl derivative.
18. The molecules of 4-cyanocinnamic acid are O-H⋯O hydrogen bonded in the solid state to form centro-symmetrical dimers, which are organized into molecular sheets utilizing CN⋯CN dipole interactions. The photoproduct is a mirror symmetric dimer: M. S. K. Dhurjati, J. A. R. P. Sarma, and G. R. Desiraju, J. Chem. Soc., Chem. Commun., 1991, 1702.
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