Abstract
The intramolecular arene–olefin photoannulation reaction of diastereopure substrates 11 and 16 gave diastereopure 13 and 18 whose structures were determined by spectroscopic methods and confirmed by X-ray crystallography.
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References
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Crystal data for the 4-bromobenzoyl ester of 13. C20H19BrO2, M = 371.26, Triclinic, space group P1¯, a = 8.308(3), b = 9.390(4), c = 10.628(4) Å, a = 105.39(1), ß = 100.33(1), γ = 91.48(1)°, V = 784.2(5) Å3, T = 150 K, Z = 2, µ(Mo-Ka) = 2.629 mm−1 colourless needle, crystal dimensions 0.36 × 0.09 × 0.04 mm. Data were measured on a Bruker SMART diffractometer using graphite monochromated Mo-Ka radiation (λ = 0.71073 Å). Full matrix least squares based on F2 gave R1 = 0.064 for 2140 observed data and wR2 = 0.147 for all 3264 data, GOF = 0.939 for 208 parameters. Full data deposited CCDC reference number 232787
Crystal data for the 4-bromobenzoyl ester of 18. C20H21BrO2, M = 373.28, triclinic, space group P1¯, a = 10.637(7), b = 11.279(8), c = 14.681(10) Å, a = 75.490(11), ß = 79.573(11), γ = 75.354(11)°, V = 1636.7(19) Å3, T = 150(2) K, Z = 4, µ(Mo-Ka) = 2.519 mm−1, colourless plate, crystal dimensions 0.22 × 0.18 × 0.04 mm, empirical absorption correction based on 13652 reflections (SADABS), maximum and minimum transmission factors of 0.86 and 0.52 respectively. Data were measured on a Bruker SMART diffractometer using graphite-monochromated Mo-Ka radiation (λ = 0.71073 Å), Full matrix based on F2 gave R1 = 0.0452 for 3605 observed data and wR2 = 0.0905 for all 6236 data, GOF = 0.819 for 417 parameters. Full data deposited CCDC reference number 253522
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Calderon Morales, R., Lopez-Mosquera, A., Roper, N. et al. Diasterocontrol in the intramolecular meta-photocycloaddition of arenes and olefines. Photochem Photobiol Sci 5, 649–652 (2006). https://doi.org/10.1039/b602244h
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DOI: https://doi.org/10.1039/b602244h