@article {351,
	title = {Use of chirally modified zeolites and crystals in photochemical asymmetric synthesis},
	journal = {Journal of the American Chemical Society},
	volume = {124},
	number = {12},
	year = {2002},
	note = {ISI Document Delivery No.: 533GFTimes Cited: 45Cited Reference Count: 17},
	month = {Mar},
	pages = {2858-2859},
	type = {Article},
	keywords = {STATE, YANG PHOTOCYCLIZATION REACTION},
	isbn = {0002-7863},
	url = {<Go to ISI>://000174520500003},
	author = {Chong, K. C. W. and Sivaguru, J. and Shichi, T. and Yoshimi, Y. and Ramamurthy, V. and Scheffer, J. R.}
}
@article {5185,
	title = {2000 Alfred Bader Award Lecture - In the footsteps of Pasteur: asymmetric induction in the photochemistry of crystalline ammonium carboxylate salts},
	journal = {Canadian Journal of Chemistry-Revue Canadienne De Chimie},
	volume = {79},
	number = {4},
	year = {2001},
	note = {ISI Document Delivery No.: 429PNTimes Cited: 51Cited Reference Count: 52},
	month = {Apr},
	pages = {349-357},
	type = {Article},
	abstract = {This review describes the development of a new, synthetically useful method of asymmetric synthesis in organic photochemistry. Similar in many ways to the Pasteur procedure for resolving racemic carboxylic acids and organic amines, the method relies on the use of crystalline organic salts in which the enantioselectivity of a photochemical reaction of an achiral organic ion (for example, a carboxylate anion) is governed in the solid state by the presence of an optically pure counterion (for example, an optically active ammonium ion). Such optically pure counterions are termed ionic chiral auxiliaries. Salts containing ionic chiral auxiliaries are required to crystallize in chiral space groups, which provide the asymmetric environment necessary for chiral induction. Using this methodology, we have obtained near-quantitative optical yields in a wide variety of photochemical reactions.},
	keywords = {ABSOLUTE-CONFIGURATION CORRELATION, ACID-DERIVATIVES, asymmetric synthesis, chiral auxiliaries, crystal structure-reactivity relationships, di-pi-methane, GEOMETRIC REQUIREMENTS, II REACTION, ionic chiral auxiliaries, ORGANIC-PHOTOCHEMISTRY, PHOTOCHEMISTRY, solid state, SOLID-STATE PHOTOCHEMISTRY, STRUCTURE-REACTIVITY RELATIONSHIPS, YANG PHOTOCYCLIZATION REACTION},
	isbn = {0008-4042},
	url = {<Go to ISI>://000168526300001},
	author = {Scheffer, J. R.}
}
@article {5101,
	title = {An unexpected Paterno-Buchi reaction in the crystalline state},
	journal = {Organic Letters},
	volume = {3},
	number = {21},
	year = {2001},
	note = {ISI Document Delivery No.: 484UMTimes Cited: 6Cited Reference Count: 43},
	month = {Oct},
	pages = {3361-3364},
	type = {Article},
	abstract = {[GRAPHICS] The solution and solid-state photochemistry of a series of aryl 1-phenylcyclopentyl ketones (1) was investigated. While typical Norrish type I products were formed in solution, irradiation of crystals of I afforded the novel oxetanes 3 and 4 regiospecifically. The formation of the oxetanes is believed to occur through Norrish type I cleavage and hydrogen abstraction, producing an alkene and an aldehyde, followed by a Paternb-BUchi reaction within the crystal lattice cage.},
	keywords = {ASYMMETRIC INDUCTION, ORGANIC-PHOTOCHEMISTRY, PHOTOCYCLOADDITION, SALTS, SOLID-STATE, YANG PHOTOCYCLIZATION REACTION},
	isbn = {1523-7060},
	url = {<Go to ISI>://000171708000034},
	author = {Kang, T. and Scheffer, J. R.}
}
@article {4765,
	title = {Asymmetric induction through the use of remote covalent and ionic chiral auxiliaries in the solid state photochemistry of 2-benzoyladamantane-2-carboxylic acid derivatives},
	journal = {Tetrahedron Letters},
	volume = {41},
	number = {49},
	year = {2000},
	note = {ISI Document Delivery No.: 379TXTimes Cited: 8Cited Reference Count: 13},
	month = {Dec},
	pages = {9673-9677},
	type = {Article},
	abstract = {Attachment of chiral auxiliaries to 2-benzoyladamantane-2-carboxylic acid, either covalently through ester formation with optically pure alcohols, or ionically via salt formation with optically pure amines, leads to substrates whose irradiation in the crystalline state affords chiral rearranged photoproducts in greater than or equal to 96\% diastereo- and enantiomeric excess. (C) 2000 Elsevier Science Ltd. All rights reserved.},
	keywords = {CRYSTALLINE STATE, YANG PHOTOCYCLIZATION REACTION},
	isbn = {0040-4039},
	url = {<Go to ISI>://000165659500062},
	author = {Cheung, E. and Netherton, M. R. and Scheffer, J. R. and Trotter, J. and Zenova, A.}
}
@article {4765,
	title = {Asymmetric induction through the use of remote covalent and ionic chiral auxiliaries in the solid state photochemistry of 2-benzoyladamantane-2-carboxylic acid derivatives},
	journal = {Tetrahedron Letters},
	volume = {41},
	number = {49},
	year = {2000},
	note = {ISI Document Delivery No.: 379TXTimes Cited: 8Cited Reference Count: 13},
	month = {Dec},
	pages = {9673-9677},
	type = {Article},
	abstract = {Attachment of chiral auxiliaries to 2-benzoyladamantane-2-carboxylic acid, either covalently through ester formation with optically pure alcohols, or ionically via salt formation with optically pure amines, leads to substrates whose irradiation in the crystalline state affords chiral rearranged photoproducts in greater than or equal to 96\% diastereo- and enantiomeric excess. (C) 2000 Elsevier Science Ltd. All rights reserved.},
	keywords = {CRYSTALLINE STATE, YANG PHOTOCYCLIZATION REACTION},
	isbn = {0040-4039},
	url = {<Go to ISI>://000165659500062},
	author = {Cheung, E. and Netherton, M. R. and Scheffer, J. R. and Trotter, J. and Zenova, A.}
}
@article {4762,
	title = {Conformational enantiomerism in chiral organic salts containing crystallographically independent anion-cation pairs},
	journal = {Journal of the American Chemical Society},
	volume = {122},
	number = {47},
	year = {2000},
	note = {ISI Document Delivery No.: 380HYTimes Cited: 17Cited Reference Count: 15},
	month = {Nov},
	pages = {11753-11754},
	type = {Article},
	keywords = {asymmetric, CARBOXYLATE, INDUCTION, SOLID-STATE PHOTOCHEMISTRY, YANG PHOTOCYCLIZATION REACTION},
	isbn = {0002-7863},
	url = {<Go to ISI>://000165696800029},
	author = {Cheung, E. and Kang, T. and Netherton, M. R. and Scheffer, J. R. and Trotter, J.}
}
@article {4762,
	title = {Conformational enantiomerism in chiral organic salts containing crystallographically independent anion-cation pairs},
	journal = {Journal of the American Chemical Society},
	volume = {122},
	number = {47},
	year = {2000},
	note = {ISI Document Delivery No.: 380HYTimes Cited: 17Cited Reference Count: 15},
	month = {Nov},
	pages = {11753-11754},
	type = {Article},
	keywords = {asymmetric, CARBOXYLATE, INDUCTION, SOLID-STATE PHOTOCHEMISTRY, YANG PHOTOCYCLIZATION REACTION},
	isbn = {0002-7863},
	url = {<Go to ISI>://000165696800029},
	author = {Cheung, E. and Kang, T. and Netherton, M. R. and Scheffer, J. R. and Trotter, J.}
}
@article {4923,
	title = {Enantioselective photoelectrocyclization of a tropolone derivative in the crystalline state},
	journal = {Journal of Physical Organic Chemistry},
	volume = {13},
	number = {9},
	year = {2000},
	note = {ISI Document Delivery No.: 349GNTimes Cited: 5Cited Reference Count: 15},
	month = {Sep},
	pages = {531-538},
	type = {Article},
	abstract = {Achiral tropolone ethers are well known to undergo photochemically induced disrotatory electrocyclic ring closure in solution to form racemic bicyclo[3.2.0]hepta-3,6-dien-2-one derivatives. The present paper reports successful efforts to carry out this transformation enantioselectively through the use of the solid-state ionic chiral auxiliary method. in this method, the reactant, an achiral tropolone ether, is equipped with a carboxylic acid group to which an optically pure amine can be attached by salt formation. Salts such as these are required to crystallize in chiral space groups, which provide asymmetric reaction cavities capable of differentiating enantiomeric transition states. Irradiation of these materials in the solid state leads to enantiomerically enriched products in moderate to high enantiomeric excess depending on the amine employed. Of the amines studied, the best results were obtained with 1-phenylethylamine and 1-amido-2-indanol, which gave enantiomeric excesses in the 60-80\% range depending on the extent of conversion. Because the tropolone ring is planar, it is suggested that the stereochemical outcome of the electrocyclization in the solid state is governed by environmental crystal lattice effects rather than by the initial conformation of the reactant. Copyright (C) 2000 John Wiley \& Sons, Ltd.},
	keywords = {ALKYL ETHERS, ASYMMETRIC INDUCTION, crystalline tropolones, electrocyclic ring closure, enantioselective photoelectrocyclization, PHOTOCHEMISTRY, PHOTOREACTIONS, SOLID-STATE, YANG PHOTOCYCLIZATION REACTION},
	isbn = {0894-3230},
	url = {<Go to ISI>://000089037500007},
	author = {Scheffer, J. R. and Wang, L. T.}
}
@article {4766,
	title = {An investigation of the solid-state photochemistry of alpha-mesitylacetophenone derivatives: Asymmetric induction studies and crystal structure-reactivity relationships},
	journal = {Tetrahedron},
	volume = {56},
	number = {36},
	year = {2000},
	note = {ISI Document Delivery No.: 351GHTimes Cited: 10Cited Reference Count: 24},
	month = {Sep},
	pages = {6739-6751},
	type = {Article},
	abstract = {The photochemical conversion of a series of alpha-mesitylacetophenone derivatives into 2-indanols via delta-hydrogen abstraction has been investigated in the solid state. A correlation between solid-state reactivity and crystal structure has been established for this type of reaction. For the seven compounds whose crystal structures were determined, the average value of d (C=O...H distance) and L (C=O...CH3 distance) were 2.77+/-0.04 Angstrom and 3.42+/-0.06 Angstrom, and the value of omega (delta-H out of plane angle), d (C=O...H angle) and a (C-H...O angle) were 59+/-2 degrees, 80+/-7 degrees and 123+/-3 degrees, respectively. These parameters depended mainly on the magnitude of the deviation of the carbonyl group from the fully bisecting position over the mesityl ring, which ranged from 9-14 degrees in the case of in the solid state reactive ketones and approached 0 degrees for the unreactive compounds. Asymmetric induction studies were carried out by providing the reactants with carboxylic acid substituents to which ionic chiral auxiliaries were attached through salt formation with optically active amines. Irradiation of the salts (13 in total) in the crystalline state gave enantiomeric excesses of up to 90\%. The crystal structures of three of the salts were determined and on this basis, the reasons for the selectivity in the crystalline state are discussed. (C) 2000 Elsevier Science Ltd. All rights reserved.},
	keywords = {ABSTRACTION, ASYMMETRIC INDUCTION, CARBOXYLATE SALTS, CYCLIZATION, PHOTOCHEMISTRY, TRIPLETS, YANG PHOTOCYCLIZATION REACTION},
	isbn = {0040-4020},
	url = {<Go to ISI>://000089149100018},
	author = {Cheung, E. and Rademacher, K. and Scheffer, J. R. and Trotter, J.}
}
@article {4766,
	title = {An investigation of the solid-state photochemistry of alpha-mesitylacetophenone derivatives: Asymmetric induction studies and crystal structure-reactivity relationships},
	journal = {Tetrahedron},
	volume = {56},
	number = {36},
	year = {2000},
	note = {ISI Document Delivery No.: 351GHTimes Cited: 10Cited Reference Count: 24},
	month = {Sep},
	pages = {6739-6751},
	type = {Article},
	abstract = {The photochemical conversion of a series of alpha-mesitylacetophenone derivatives into 2-indanols via delta-hydrogen abstraction has been investigated in the solid state. A correlation between solid-state reactivity and crystal structure has been established for this type of reaction. For the seven compounds whose crystal structures were determined, the average value of d (C=O...H distance) and L (C=O...CH3 distance) were 2.77+/-0.04 Angstrom and 3.42+/-0.06 Angstrom, and the value of omega (delta-H out of plane angle), d (C=O...H angle) and a (C-H...O angle) were 59+/-2 degrees, 80+/-7 degrees and 123+/-3 degrees, respectively. These parameters depended mainly on the magnitude of the deviation of the carbonyl group from the fully bisecting position over the mesityl ring, which ranged from 9-14 degrees in the case of in the solid state reactive ketones and approached 0 degrees for the unreactive compounds. Asymmetric induction studies were carried out by providing the reactants with carboxylic acid substituents to which ionic chiral auxiliaries were attached through salt formation with optically active amines. Irradiation of the salts (13 in total) in the crystalline state gave enantiomeric excesses of up to 90\%. The crystal structures of three of the salts were determined and on this basis, the reasons for the selectivity in the crystalline state are discussed. (C) 2000 Elsevier Science Ltd. All rights reserved.},
	keywords = {ABSTRACTION, ASYMMETRIC INDUCTION, CARBOXYLATE SALTS, CYCLIZATION, PHOTOCHEMISTRY, TRIPLETS, YANG PHOTOCYCLIZATION REACTION},
	isbn = {0040-4020},
	url = {<Go to ISI>://000089149100018},
	author = {Cheung, E. and Rademacher, K. and Scheffer, J. R. and Trotter, J.}
}
