@article {1304,
	title = {Asymmetric synthesis of dihydrofurans via a formal retro-Claisen photorearrangement},
	journal = {Journal of the American Chemical Society},
	volume = {127},
	number = {8},
	year = {2005},
	note = {ISI Document Delivery No.: 901URTimes Cited: 13Cited Reference Count: 36},
	month = {Mar},
	pages = {2725-2730},
	type = {Article},
	abstract = {Solution-phase irradiation of a series of syn-7-benzoylnorbornene derivatives is shown to lead to cis-fused dihydrofuran derivatives in low quantum but excellent chemical yields in what is formally a retro-Claisen rearrangement. In analogy to the well-known Paterno-Buchi reaction, the first step of the rearrangement is suggested to involve (n,pi*)(3)-mediated addition of the carbonyl oxygen to the norbornene double bond, producing a triplet 1,4-biradical. This intermediate, rather than closing to the oxetane, undergoes cleavage accompanied by intersystem crossing to form the dihydrofuran. To determine whether the retro-Claisen photorearrangement could be carried out enantioselectively, the 7-benzoylnorbornene reactant was equipped with a para-carboxylic acid substituent to which a series of optically pure amines was attached ionically via salt bridges. Irradiation of these salts in the crystalline state followed by diazomethane workup (the solid-state ionic chiral auxiliary method) was shown to afford the corresponding dihydrofuran in optical yields as high as 93\% at 95\% conversion. X-ray crystallography revealed that the enantioselectivity arises from crystallization of the reactant in a conformation in which the carbonyl oxygen is more favorably oriented for bond formation to one end of the norbornene double bond than the other, thus leading to a predominance of a single enantiomer.},
	keywords = {FURANS, GENERAL-APPROACH, INDUCTION, PHENYL KETONES, PHOTOCHEMISTRY, PHOTOCYCLIZATION, REARRANGEMENT, SOLID-STATE},
	isbn = {0002-7863},
	url = {<Go to ISI>://000227308100059},
	author = {Xia, W. J. and Yang, C. and Patrick, B. O. and Scheffer, J. R. and Scott, C.}
}
@article {1303,
	title = {Making use of crystallization-induced asymmetric transformations in solid state organic photochemistry: application to the enantioselective Yang photocyclization of endo-bicyclo[2.1.1]hexyl aryl ketones},
	journal = {Crystengcomm},
	volume = {7},
	year = {2005},
	note = {ISI Document Delivery No.: 997ZDTimes Cited: 12Cited Reference Count: 16},
	month = {Nov},
	pages = {728-730},
	type = {Article},
	abstract = {Achiral endo-bicyclo[2.1.1] hexyl aryl keto-acid 1a exists in solution as a rapidly equilibrating 1: 1 mixture of enantiomers. When a solution of this compound is treated with an optically pure amine, a crystallization-induced asymmetric transformation of the second kind takes place, and crystals of only one of the two possible diastereomeric salts are deposited. Irradiation of the crystals leads to a diastereoselective Yang photocyclization reaction of the carboxylate anion portion of the salt, and following diazomethane workup to form the corresponding methyl ester, high yields of novel cyclobutanols of structure 2 are formed in enantiomeric excesses as high as 90\%.},
	keywords = {INDUCTION},
	isbn = {1466-8033},
	url = {<Go to ISI>://000234286700001},
	author = {Xia, W. J. and Scheffer, J. R. and Patrick, B. O.}
}
@article {1075,
	title = {Photochemistry of 9-methylbicyclo[3.3.1]nonyl aryl ketones - A novel 1,5-disproportionation of 1,4-hydroxy biradicals and asymmetric induction using the solid-state ionic chiral auxiliary method},
	journal = {Canadian Journal of Chemistry-Revue Canadienne De Chimie},
	volume = {83},
	number = {9},
	year = {2005},
	note = {ISI Document Delivery No.: 001VETimes Cited: 4Cited Reference Count: 29},
	month = {Sep},
	pages = {1460-1472},
	type = {Article},
	abstract = {A novel 1.5-disproportionation reaction has been discovered for 1,4-hydroxy biradicals derived from the photolysis of 9-methylbicyclo[3.3.1]nonyl phenyl ketones (1), which undergo mainly Yang cyclization both in Solution and the solid state. By applying the solid-state ionic chiral auxiliary method of asymmetric synthesis to the Yang cyclization, enantiomeric excesses as high as 95\% were achieved at high reaction conversions. The origin of the reaction selectivity is discussed with the help of X-ray crystallography. In addition, the solid-state photoreaction of ketone 1b was found to occur in a single crystal-to-single crystal fashion.},
	keywords = {1, 4-hydroxy biradical, asymmetric, BEHAVIOR, CRYSTAL-STRUCTURE, disproportionation, HYDROGEN-BOND, INDUCTION, ionic chiral auxiliary, PHOTOCHEMISTRY, PHOTOCYCLIZATION, reaction, REACTIVITY CORRELATIONS, SALTS, single crystal-to-single crystal},
	isbn = {0008-4042},
	url = {<Go to ISI>://000234570000030},
	author = {Chen, S. and Patrick, B. O. and Scheffer, J. R.}
}
@article {710,
	title = {Preorganization of achiral molecules for asymmetric synthesis through crystallization-induced immobilization in homochiral conformations},
	journal = {Angewandte Chemie-International Edition},
	volume = {42},
	number = {32},
	year = {2003},
	note = {ISI Document Delivery No.: 716PRTimes Cited: 19Cited Reference Count: 24},
	pages = {3775-3777},
	type = {Article},
	keywords = {asymmetric synthesis, CRYSTAL, crystal engineering, GEOMETRIC REQUIREMENTS, II, INDUCTION, KETONES, PHOTOCHEMICAL-REACTIONS, PHOTOCHEMISTRY, PHOTOCYCLIZATION, reaction, REACTIONS, REACTIVITY, SOLID-STATE, topochemistry},
	isbn = {1433-7851},
	url = {<Go to ISI>://000185038000009},
	author = {Patrick, B. O. and Scheffer, J. R. and Scott, C.}
}
@article {458,
	title = {Enhanced enantio- and diastereoselectivity via confinement and cation binding: Yang photocyclization of 2-benzoyladamantane derivatives within zeolites},
	journal = {Journal of Organic Chemistry},
	volume = {67},
	number = {24},
	year = {2002},
	note = {ISI Document Delivery No.: 620AATimes Cited: 5Cited Reference Count: 60},
	month = {Nov},
	pages = {8339-8350},
	type = {Article},
	abstract = {Irradiation of 2-benzoyladamantane derivatives in zeolites yields the endo-cyclobutanols as the only photoproduct via a gamma-hydrogen abstraction process. The cyclobutanols readily undergo retro-aldol reaction to give delta-ketoesters. The enantiomeric excess (ee) in the endo-cyclobutanols is measured by monitoring the ee in the ketoesters. Whereas in solution the ee in the product ketoester is zero, within achiral NaY zeolite, in the presence of a chiral inductor such as pseudoephedrine, ee{\textquoteright}s up to 28\% have been obtained. The influence of zeolite on several chiral esters of 2-benzoyladamantane-2-carboxylic acids has also been examined. Whereas in solution the diastereomeric excess is <15\%, in zeolite the delta-ketoesters are obtained in 79\% de (best examples). Ab initio computations suggest that enhancement of chiral induction within zeolites is likely to be due to cation complexation with the reactant ketone. Alkali ion-organic interaction, a powerful tool, is waiting to be fully exploited in photochemical and thermal reactions. In this context zeolites could be a useful medium as one could view them as a reservoir of "naked" alkali ions that are only partially coordinated to the zeolite walls.},
	keywords = {ABSOLUTE ASYMMETRIC-SYNTHESIS, ACID-DERIVATIVES, CATALYSTS, COMPLEXES, EPOXIDATION, INDUCTION, PHOTOREACTIONS, SOLID-STATE, STATE ORGANIC-PHOTOCHEMISTRY, TROPOLONE ETHER},
	isbn = {0022-3263},
	url = {<Go to ISI>://000179509400006},
	author = {Natarajan, A. and Joy, A. and Kaanumalle, L. S. and Scheffer, J. R. and Ramamurthy, V.}
}
@article {330,
	title = {Plasmid DNA damage caused by methylated arsenicals, ascorbic acid and human liver ferritin},
	journal = {Toxicology Letters},
	volume = {133},
	number = {1},
	year = {2002},
	note = {ISI Document Delivery No.: 575QMTimes Cited: 46Cited Reference Count: 499th International Congress of ToxicologyJUL 08-12, 2001BRISBANE, AUSTRALIA},
	month = {Jul},
	pages = {47-57},
	type = {Proceedings Paper},
	abstract = {Both dimethylarsinic acid (DMA(V)) and dimethylarsinous acid (DMA(III)) release iron from human liver ferritin (HLF) with or without the presence of ascorbic acid. With ascorbic acid the rate of iron release from HLF by DMA(V) was intermediate (3.37 nM/min, P < 0.05) and by DMA(III) was much higher (16.3 nM/min, P < 0.001). No pBR322 plasmid DNA damage was observed from in vitro exposure to arsenate (iAs(V)), arsenite (iAs(III)), monomethylarsonic acid (MMA(V)), monomethylarsonous acid (MMA(III)) or DMA(V) alone. DNA damage was observed following DMA(III) exposure; coexposure to DMA(III) and HLF caused more DNA damage; considerably higher amounts of DNA damage was caused by coexposure of DMA(III), HLF and ascorbic acid. Diethylenetriaminepentaacetic acid (an iron chelator), significantly inhibited DNA damage. Addition of catalase (which can increase Fe2+ concentrations) further increased the plasmid DNA damage. Iron-dependent DNA damage could be a mechanism of action of human arsenic carcinogenesis. (C) 2002 Elsevier Science Ireland Ltd. All rights reserved.},
	keywords = {arsenic, BIOCHEMICAL PARAMETERS, CARCINOGENESIS, DIMETHYLARSINIC ACID, dimethylarsinous acid, DMA(111), DNA damage, ENDOTHELIAL-CELLS, human liver ferritin, INDUCTION, INORGANIC ARSENICS, iron, MICE, MONOMETHYLARSONOUS ACID, reactive oxygen, species, STRAND BREAKS},
	isbn = {0378-4274},
	url = {<Go to ISI>://000176959200005},
	author = {Ahmad, S. and Kitchin, K. T. and Cullen, W. R.}
}
@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 {4840,
	title = {The influence of chiral auxiliaries is enhanced within zeolites},
	journal = {Tetrahedron Letters},
	volume = {41},
	number = {43},
	year = {2000},
	note = {ISI Document Delivery No.: 368NKTimes Cited: 18Cited Reference Count: 20},
	month = {Oct},
	pages = {8231-8235},
	type = {Article},
	abstract = {Zeolites significantly enhance the influence of chiral auxiliaries during photochemical reactions. The generality of this phenomenon has been tested with three independent examples. Chiral auxiliaries that lead to 1:1 mixtures of diastereomers in solution give products in up to 80\% diastereomeric excess in the presence of faujasite type zeolites. (C) 2000 Elsevier Science Ltd. All rights reserved.},
	keywords = {ASYMMETRIC PHOTOCHEMICAL-REACTIONS, ESTERS, INDUCTION, MODEL, SOLID-STATE},
	isbn = {0040-4039},
	url = {<Go to ISI>://000090123600010},
	author = {Jayaraman, S. and Uppili, S. and Natarajan, A. and Joy, A. and Chong, K. C. W. and Netherton, M. R. and Zenova, A. and Scheffer, J. R. and Ramamurthy, V.}
}
@article {4844,
	title = {Photochemistry of a tropolone ether and 2,2-dimethyl-1-(2H)-naphthalenones within a zeolite: Enhanced diastereoselectivity via confinement},
	journal = {Journal of the American Chemical Society},
	volume = {122},
	number = {4},
	year = {2000},
	note = {ISI Document Delivery No.: 281MUTimes Cited: 56Cited Reference Count: 27},
	month = {Feb},
	pages = {728-729},
	type = {Article},
	keywords = {INDUCTION, PHOTOREACTIONS, SOLID-STATE},
	isbn = {0002-7863},
	url = {<Go to ISI>://000085165200030},
	author = {Joy, A. and Uppili, S. and Netherton, M. R. and Scheffer, J. R. and Ramamurthy, V.}
}
@article {4303,
	title = {Enantioselective photoelectrocyclization within zeolites: tropolone methyl ether in chirally modified NaY},
	journal = {Chemical Communications},
	number = {13},
	year = {1998},
	note = {ISI Document Delivery No.: ZY601Times Cited: 12Cited Reference Count: 14},
	month = {Jul},
	pages = {1379-1380},
	type = {Article},
	abstract = {Tropolone methyl ether, included within chirally modified Y zeolite, upon irradiation yields a product of 4e electrocyclization in ca, 40\% ee.},
	keywords = {INDUCTION, PHOTOCHEMICAL-REACTIONS, STATE},
	isbn = {1359-7345},
	url = {<Go to ISI>://000074640000028},
	author = {Joy, A. and Scheffer, J. R. and Corbin, D. R. and Ramamurthy, V.}
}
@article {4200,
	title = {Second-harmonic generation studies of chiral organic salts},
	journal = {Canadian Journal of Chemistry-Revue Canadienne De Chimie},
	volume = {76},
	number = {11},
	year = {1998},
	note = {ISI Document Delivery No.: 205KKTimes Cited: 6Cited Reference Count: 39},
	month = {Nov},
	pages = {1616-1632},
	type = {Article},
	abstract = {Second-harmonic generation in the solid state is restricted to materials that crystallize in non-centrosymmetric space groups. Unfortunately, the vast majority of solids crystallize in centrosymmetric space groups and are therefore SHG-inactive. The requirement for solid-state asymmetry is addressed in a new series of organic salts. The acid p-nitrophenylglycine, SHG-inactive due to its centrosymmetric (P1) packing, was coupled to six optically pure amines to form salts and (or) complexes that, by virtue of their chiral counterion, crystallized in non-centrosymmetric space groups. The 1064 nm output from a Nd:YAG laser produced 532 nm second-harmonic generation from each of the six salts, with, three of the salts producing second-harmonic intensities at least an order of magnitude greater than that of our standard, urea. X-ray crystallographic analysis was carried out on five of the six salts, and an attempt was made to rationalize the second-harmonic intensity of each of these five salts based on the orientation of its molecular charge-transfer axis in the unit cell and on its chromophore density.},
	keywords = {asymmetric, chiral organic salts, crystal structures, DERIVATIVES, INDUCTION, MOLECULAR-CRYSTALS, NONLINEAR OPTICS, NONLINEAR-OPTICAL-MATERIALS, second-harmonic generation, SOLID-STATE PHOTOCHEMISTRY},
	isbn = {0008-4042},
	url = {<Go to ISI>://000080819700019},
	author = {Borecka-Bednarz, B. and Bree, A. V. and Patrick, B. O. and Scheffer, J. R. and Trotter, J.}
}
@article {4200,
	title = {Second-harmonic generation studies of chiral organic salts},
	journal = {Canadian Journal of Chemistry-Revue Canadienne De Chimie},
	volume = {76},
	number = {11},
	year = {1998},
	note = {ISI Document Delivery No.: 205KKTimes Cited: 6Cited Reference Count: 39},
	month = {Nov},
	pages = {1616-1632},
	type = {Article},
	abstract = {Second-harmonic generation in the solid state is restricted to materials that crystallize in non-centrosymmetric space groups. Unfortunately, the vast majority of solids crystallize in centrosymmetric space groups and are therefore SHG-inactive. The requirement for solid-state asymmetry is addressed in a new series of organic salts. The acid p-nitrophenylglycine, SHG-inactive due to its centrosymmetric (P1) packing, was coupled to six optically pure amines to form salts and (or) complexes that, by virtue of their chiral counterion, crystallized in non-centrosymmetric space groups. The 1064 nm output from a Nd:YAG laser produced 532 nm second-harmonic generation from each of the six salts, with, three of the salts producing second-harmonic intensities at least an order of magnitude greater than that of our standard, urea. X-ray crystallographic analysis was carried out on five of the six salts, and an attempt was made to rationalize the second-harmonic intensity of each of these five salts based on the orientation of its molecular charge-transfer axis in the unit cell and on its chromophore density.},
	keywords = {asymmetric, chiral organic salts, crystal structures, DERIVATIVES, INDUCTION, MOLECULAR-CRYSTALS, NONLINEAR OPTICS, NONLINEAR-OPTICAL-MATERIALS, second-harmonic generation, SOLID-STATE PHOTOCHEMISTRY},
	isbn = {0008-4042},
	url = {<Go to ISI>://000080819700019},
	author = {Borecka-Bednarz, B. and Bree, A. V. and Patrick, B. O. and Scheffer, J. R. and Trotter, J.}
}
@article {3082,
	title = {IONIC CHIRAL HANDLE-INDUCED ASYMMETRIC-SYNTHESIS IN A SOLID-STATE NORRISH TYPE-II PHOTOREACTION},
	journal = {Tetrahedron-Asymmetry},
	volume = {5},
	number = {8},
	year = {1994},
	note = {ISI Document Delivery No.: PC678Times Cited: 22Cited Reference Count: 9},
	month = {Aug},
	pages = {1415-1418},
	type = {Article},
	abstract = {Irradiation of crystals of salts formed between 4-(2,4,6-triisopropylbenzoyl)benzoic acid (1a) and various optically active amines is shown to lead to optically active Norrish type II photoproducts in low to moderate enantiomeric excesses, a process in which the ammonium ion has acted as an {\textquoteright}{\textquoteright}ionic chiral handle.{\textquoteright}{\textquoteright} X-ray crystallography reveals that the salts crystallize with two independent, mirror image-related molecules of the benzophenone moiety in the asymmetric unit, and this is suggested to be the source of the low ees observed.},
	keywords = {2, 4, 6-TRIISOPROPYLBENZOPHENONES, INDUCTION, PHOTOCHEMISTRY, SALTS},
	isbn = {0957-4166},
	url = {<Go to ISI>://A1994PC67800004},
	author = {Koshima, H. and Maeda, A. and Masuda, N. and Matsuura, T. and Hirotsu, K. and Okada, K. and Mizutari, H. and Ito, Y. and Fu, T. Y. and Scheffer, J. R. and Trotter, J.}
}
@article {3082,
	title = {IONIC CHIRAL HANDLE-INDUCED ASYMMETRIC-SYNTHESIS IN A SOLID-STATE NORRISH TYPE-II PHOTOREACTION},
	journal = {Tetrahedron-Asymmetry},
	volume = {5},
	number = {8},
	year = {1994},
	note = {ISI Document Delivery No.: PC678Times Cited: 22Cited Reference Count: 9},
	month = {Aug},
	pages = {1415-1418},
	type = {Article},
	abstract = {Irradiation of crystals of salts formed between 4-(2,4,6-triisopropylbenzoyl)benzoic acid (1a) and various optically active amines is shown to lead to optically active Norrish type II photoproducts in low to moderate enantiomeric excesses, a process in which the ammonium ion has acted as an {\textquoteright}{\textquoteright}ionic chiral handle.{\textquoteright}{\textquoteright} X-ray crystallography reveals that the salts crystallize with two independent, mirror image-related molecules of the benzophenone moiety in the asymmetric unit, and this is suggested to be the source of the low ees observed.},
	keywords = {2, 4, 6-TRIISOPROPYLBENZOPHENONES, INDUCTION, PHOTOCHEMISTRY, SALTS},
	isbn = {0957-4166},
	url = {<Go to ISI>://A1994PC67800004},
	author = {Koshima, H. and Maeda, A. and Masuda, N. and Matsuura, T. and Hirotsu, K. and Okada, K. and Mizutari, H. and Ito, Y. and Fu, T. Y. and Scheffer, J. R. and Trotter, J.}
}
