@article {4053, title = {Absolute configuration correlation studies in solid state organic photochemistry}, journal = {Pure and Applied Chemistry}, volume = {69}, number = {4}, year = {1997}, note = {ISI Document Delivery No.: XH296Times Cited: 30Cited Reference Count: 1716th IUPAC Symposium on PhotochemistryJUL 21-26, 1996HELSINKI, FINLANDIUPAC}, month = {Apr}, pages = {815-823}, type = {Proceedings Paper}, abstract = {An ever-increasing number of examples in the literature attest to the fact that photochemical reactions carried out in optically active crystalline media can lead to enantiomerically enriched products in high optical yields. Taken from our own work and that of others, this article examines the relatively few examples of such reactions in which the absolute stereochemical arrangements of the molecules in the reactant crystals are correlated with the absolute configurations of the optically active products formed by irradiation of the same crystals. Studies of this type provide penetrating insights into the mechanisms of the reactions in question, and in addition, help to pinpoint the crystal lattice-derived stereoelectronic factors that an responsible for the observed enantioselectivities.}, keywords = {CARBOXYLATE, CRYSTAL, PHOTOREARRANGEMENT, SUPRAMOLECULAR PHOTOCHEMISTRY}, isbn = {0033-4545}, url = {://A1997XH29600027}, author = {Leibovitch, M. and Olovsson, G. and Scheffer, J. R. and Trotter, J.} } @article {4053, title = {Absolute configuration correlation studies in solid state organic photochemistry}, journal = {Pure and Applied Chemistry}, volume = {69}, number = {4}, year = {1997}, note = {ISI Document Delivery No.: XH296Times Cited: 30Cited Reference Count: 1716th IUPAC Symposium on PhotochemistryJUL 21-26, 1996HELSINKI, FINLANDIUPAC}, month = {Apr}, pages = {815-823}, type = {Proceedings Paper}, abstract = {An ever-increasing number of examples in the literature attest to the fact that photochemical reactions carried out in optically active crystalline media can lead to enantiomerically enriched products in high optical yields. Taken from our own work and that of others, this article examines the relatively few examples of such reactions in which the absolute stereochemical arrangements of the molecules in the reactant crystals are correlated with the absolute configurations of the optically active products formed by irradiation of the same crystals. Studies of this type provide penetrating insights into the mechanisms of the reactions in question, and in addition, help to pinpoint the crystal lattice-derived stereoelectronic factors that an responsible for the observed enantioselectivities.}, keywords = {CARBOXYLATE, CRYSTAL, PHOTOREARRANGEMENT, SUPRAMOLECULAR PHOTOCHEMISTRY}, isbn = {0033-4545}, url = {://A1997XH29600027}, author = {Leibovitch, M. and Olovsson, G. and Scheffer, J. R. and Trotter, J.} } @article {4165, title = {Crystal engineering for absolute asymmetric synthesis through the use of meta-substituted aryl groups}, journal = {Tetrahedron Letters}, volume = {38}, number = {18}, year = {1997}, note = {ISI Document Delivery No.: WW958Times Cited: 14Cited Reference Count: 17}, month = {May}, pages = {3135-3138}, type = {Article}, abstract = {A significant tendency towards crystallization in chiral space groups has been found for 4-benzyloxy-2-pyridones whose phenyl groups are meta-substituted (m-Cl, m-Br, m-Me and m-OMe). Irradiation of single crystals of three of these materials leads to optically active beta-lactam derivatives in high chemical and optical yields via an allowed disrotatory electrocyclization. (C) 1997 Elsevier Science Ltd.}, keywords = {DERIVATIVES, PHOTOCHEMISTRY, PHOTOREARRANGEMENT}, isbn = {0040-4039}, url = {://A1997WW95800004}, author = {Wu, L. C. and Cheer, C. J. and Olovsson, G. and Scheffer, J. R. and Trotter, J. and Wang, S. L. and Liao, F. L.} } @article {4165, title = {Crystal engineering for absolute asymmetric synthesis through the use of meta-substituted aryl groups}, journal = {Tetrahedron Letters}, volume = {38}, number = {18}, year = {1997}, note = {ISI Document Delivery No.: WW958Times Cited: 14Cited Reference Count: 17}, month = {May}, pages = {3135-3138}, type = {Article}, abstract = {A significant tendency towards crystallization in chiral space groups has been found for 4-benzyloxy-2-pyridones whose phenyl groups are meta-substituted (m-Cl, m-Br, m-Me and m-OMe). Irradiation of single crystals of three of these materials leads to optically active beta-lactam derivatives in high chemical and optical yields via an allowed disrotatory electrocyclization. (C) 1997 Elsevier Science Ltd.}, keywords = {DERIVATIVES, PHOTOCHEMISTRY, PHOTOREARRANGEMENT}, isbn = {0040-4039}, url = {://A1997WW95800004}, author = {Wu, L. C. and Cheer, C. J. and Olovsson, G. and Scheffer, J. R. and Trotter, J. and Wang, S. L. and Liao, F. L.} } @article {3971, title = {Structures and photochemistry of inclusion compounds of 9,10-dihydro-9,10-ethenoanthracene-11,12-bis(diphenylphosphine oxide)}, journal = {Acta Crystallographica Section B-Structural Science}, volume = {53}, year = {1997}, note = {ISI Document Delivery No.: WV456Times Cited: 3Cited Reference Count: 19Part 2}, month = {Apr}, pages = {293-299}, type = {Article}, abstract = {Inclusion complexes of 9,10-dihydro-9,10-ethenoanthracene-11,12-bis(diphenylphosphine oxide) (1) as host are synthesized using a variety of guest solvent molecules and the photochemistry of the host molecule is studied in solution and in the crystalline complexes. The crystal structures of four complexes are determined and correlated with their photochemical reactivity. In each case only one dibenzosemibullvalene photoproduct is obtained in the photolysis. Since three of the complexes studied crystallize in the chiral space group P2(1)2(1)2(1), irradiation of single crystals produces a chiral photoproduct in >90\% enantiomeric excess. Determination of the absolute configurations of reactants and products allows elucidation of the key structural features that control the enantiospecific solid-state photorearrangements.}, keywords = {PHOTOREARRANGEMENT}, isbn = {0108-7681}, url = {://A1997WV45600010}, author = {Fu, T. Y. and Liu, Z. Q. and Olovsson, G. and Scheffer, J. R. and Trotter, J.} } @article {3971, title = {Structures and photochemistry of inclusion compounds of 9,10-dihydro-9,10-ethenoanthracene-11,12-bis(diphenylphosphine oxide)}, journal = {Acta Crystallographica Section B-Structural Science}, volume = {53}, year = {1997}, note = {ISI Document Delivery No.: WV456Times Cited: 3Cited Reference Count: 19Part 2}, month = {Apr}, pages = {293-299}, type = {Article}, abstract = {Inclusion complexes of 9,10-dihydro-9,10-ethenoanthracene-11,12-bis(diphenylphosphine oxide) (1) as host are synthesized using a variety of guest solvent molecules and the photochemistry of the host molecule is studied in solution and in the crystalline complexes. The crystal structures of four complexes are determined and correlated with their photochemical reactivity. In each case only one dibenzosemibullvalene photoproduct is obtained in the photolysis. Since three of the complexes studied crystallize in the chiral space group P2(1)2(1)2(1), irradiation of single crystals produces a chiral photoproduct in >90\% enantiomeric excess. Determination of the absolute configurations of reactants and products allows elucidation of the key structural features that control the enantiospecific solid-state photorearrangements.}, keywords = {PHOTOREARRANGEMENT}, isbn = {0108-7681}, url = {://A1997WV45600010}, author = {Fu, T. Y. and Liu, Z. Q. and Olovsson, G. and Scheffer, J. R. and Trotter, J.} } @article {3678, title = {The ionic auxiliary concept in solid state organic photochemistry}, journal = {Accounts of Chemical Research}, volume = {29}, number = {4}, year = {1996}, note = {ISI Document Delivery No.: UE738Times Cited: 121Cited Reference Count: 42}, month = {Apr}, pages = {203-209}, type = {Review}, keywords = {ASYMMETRIC INDUCTION, chirality, CRYSTAL, KETONES, PHOTOREARRANGEMENT, REACTIVITY, SALTS, SUPRAMOLECULAR PHOTOCHEMISTRY}, isbn = {0001-4842}, url = {://A1996UE73800006}, author = {Gamlin, J. N. and Jones, R. and Leibovitch, M. and Patrick, B. and Scheffer, J. R. and Trotter, J.} } @article {3678, title = {The ionic auxiliary concept in solid state organic photochemistry}, journal = {Accounts of Chemical Research}, volume = {29}, number = {4}, year = {1996}, note = {ISI Document Delivery No.: UE738Times Cited: 121Cited Reference Count: 42}, month = {Apr}, pages = {203-209}, type = {Review}, keywords = {ASYMMETRIC INDUCTION, chirality, CRYSTAL, KETONES, PHOTOREARRANGEMENT, REACTIVITY, SALTS, SUPRAMOLECULAR PHOTOCHEMISTRY}, isbn = {0001-4842}, url = {://A1996UE73800006}, author = {Gamlin, J. N. and Jones, R. and Leibovitch, M. and Patrick, B. and Scheffer, J. R. and Trotter, J.} } @article {3045, title = {ASYMMETRIC INDUCTION IN THE PHOTOCHEMISTRY OF CRYSTALLINE SALTS - STRUCTURE-REACTIVITY CORRELATIONS}, journal = {Molecular Crystals and Liquid Crystals Science and Technology Section a-Molecular Crystals and Liquid Crystals}, volume = {240}, year = {1994}, note = {ISI Document Delivery No.: PU170Times Cited: 4Cited Reference Count: 1311th International Conference on the Chemistry of the Organic Solid StateJUL 04-09, 1993RAMAT RACHEL, ISRAEL}, pages = {81-88}, type = {Proceedings Paper}, abstract = {The enantioselectivity of the di-pi-methane photorearrangement was studied in chiral crystals. Achiral dibenzobarrelene acids 1 and 2 were forced to crystallize as chiral crystals by salt formation with chiral amines. Photolysis of these salts in the solid state yielded photoproducts in > 95\% enantiomeric excess. The absolute configurations of the salts and their photoproducts were determined. This allowed the absolute steric course of the di-pi-methane reaction to be mapped and the structural features that control the enantioselectivity to be identified. In contrast to the solid state photolyses, irradiations in solutions give only racemic photoproducts, presumably because the salts dissociated.}, keywords = {PHOTOREARRANGEMENT}, isbn = {1058-725X}, url = {://A1994PU17000010}, author = {Gudmundsdottir, A. D. and Li, W. N. and Scheffer, J. R. and Rettig, S. and Trotter, J.} } @article {3045, title = {ASYMMETRIC INDUCTION IN THE PHOTOCHEMISTRY OF CRYSTALLINE SALTS - STRUCTURE-REACTIVITY CORRELATIONS}, journal = {Molecular Crystals and Liquid Crystals Science and Technology Section a-Molecular Crystals and Liquid Crystals}, volume = {240}, year = {1994}, note = {ISI Document Delivery No.: PU170Times Cited: 4Cited Reference Count: 1311th International Conference on the Chemistry of the Organic Solid StateJUL 04-09, 1993RAMAT RACHEL, ISRAEL}, pages = {81-88}, type = {Proceedings Paper}, abstract = {The enantioselectivity of the di-pi-methane photorearrangement was studied in chiral crystals. Achiral dibenzobarrelene acids 1 and 2 were forced to crystallize as chiral crystals by salt formation with chiral amines. Photolysis of these salts in the solid state yielded photoproducts in > 95\% enantiomeric excess. The absolute configurations of the salts and their photoproducts were determined. This allowed the absolute steric course of the di-pi-methane reaction to be mapped and the structural features that control the enantioselectivity to be identified. In contrast to the solid state photolyses, irradiations in solutions give only racemic photoproducts, presumably because the salts dissociated.}, keywords = {PHOTOREARRANGEMENT}, isbn = {1058-725X}, url = {://A1994PU17000010}, author = {Gudmundsdottir, A. D. and Li, W. N. and Scheffer, J. R. and Rettig, S. and Trotter, J.} }