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Pure Appl. Chem., 1996, Vol. 68, No. 12, pp. 2193-2222

http://dx.doi.org/10.1351/pac199668122193

COMMISSIONS ON NOMENCLATURE OF ORGANIC CHEMISTRY AND PHYSICAL ORGANIC CHEMISTRY

Basic terminology of stereochemistry (IUPAC Recommendations 1996)

G. P. Moss

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  • Greco Cristina, Marini Alberto, Frezza Elisa, Ferrarini Alberta: From the Molecular Structure to Spectroscopic and Material Properties: Computational Investigation of a Bent-Core Nematic Liquid Crystal. ChemPhysChem 2014, n/a. <http://dx.doi.org/10.1002/cphc.201301030>
  • Nolsøe Jens M. J., Hansen Trond V.: Asymmetric Iodolactonization: An Evolutionary Account. Eur. J. Org. Chem. 2014, n/a. <http://dx.doi.org/10.1002/ejoc.201301400>
  • Lomas John S.: 1 H NMR spectra of butane-1,4-diol and other 1,4-diols: DFT calculation of shifts and coupling constants. Magn. Reson. Chem. 2014, 52, 87. <http://dx.doi.org/10.1002/mrc.4039>
  • Fujita Shinsaku: Three aspects of an absolute configuration on the basis of the stereoisogram approach and revised terminology on related stereochemical concepts. J Math Chem 2014. <http://dx.doi.org/10.1007/s10910-014-0326-0>
  • Fries Patrick, Müller Melanie Kim, Hartung Jens: Stereoselective synthesis of side chain-functionalized tetrahydropyrans from 5-hexenols. Tetrahedron 2014, 70, 1336. <http://dx.doi.org/10.1016/j.tet.2013.12.019>
  • Kempter Irina, Frensch Britta, Kopf Thomas, Kluge Ralph, Csuk René, Svoboda Ingrid, Fuess Hartmut, Hartung Jens: Synthesis and structural characterization of the isomuscarines. Tetrahedron 2014, 70, 1918. <http://dx.doi.org/10.1016/j.tet.2013.12.085>
  • Han Lu-Lu, Li Zhong-Hui, Chen Jiang-Shan, Wang Xing-Po, Sun Di: Solution and Mechanochemical Syntheses of Two Novel Cocrystals: Ligand Length Modulated Interpenetration of Hydrogen-Bonded 2D 63-hcb Networks Based on a Robust Trimeric Heterosynthon. Crystal Growth & Design 2014, 14, 1221. <http://dx.doi.org/10.1021/cg4017454>
  • Cruz-Cabeza Aurora J., Bernstein Joel: Conformational Polymorphism. Chem. Rev. 2014, 114, 2170. <http://dx.doi.org/10.1021/cr400249d>
  • Dickson Callum J., Madej Benjamin D., Skjevik Åge A., Betz Robin M., Teigen Knut, Gould Ian R., Walker Ross C.: Lipid14: The Amber Lipid Force Field. J. Chem. Theory Comput. 2014, 10, 865. <http://dx.doi.org/10.1021/ct4010307>
  • Johnstone Timothy C., Lippard Stephen J.: The Chiral Potential of Phenanthriplatin and Its Influence on Guanine Binding. J. Am. Chem. Soc. 2014, 136, 2126. <http://dx.doi.org/10.1021/ja4125115>
  • Condon David E., Yildirim Ilyas, Kennedy Scott D., Mort Brendan C., Kierzek Ryszard, Turner Douglas H.: Optimization of an AMBER Force Field for the Artificial Nucleic Acid, LNA, and Benchmarking with NMR of L(CAAU). J. Phys. Chem. B 2014, 118, 1216. <http://dx.doi.org/10.1021/jp408909t>
  • Hong Sung-Gil, Kim Han Sol, Kim Jungbae: Highly Stabilized Lipase in Polyaniline Nanofibers for Surfactant-Mediated Esterification of Ibuprofen. Langmuir 2014, 30, 911. <http://dx.doi.org/10.1021/la404189e>
  • Weber Fabian, Brückner Reinhard: Conformational Analysis of δ-Lactones by DFT Calculations: The Parent Compound and its Monomethyl and Selected Dimethyl Derivatives. Chem. Eur. J. 2013, 19, 1288. <http://dx.doi.org/10.1002/chem.201202988>
  • Núñez Irene, Merino Estíbaliz, Lecea Mercedes, Pieraccini Silvia, Spada Gian Piero, Rosini Carlo, Mazzeo Giuseppe, Ribagorda María, Carreño M. Carmen: Control of the Helical Chirality of Enantiopure Sulfinyl (Z )-Azobenzene-Based Photoswitches. Chem. Eur. J. 2013, 19, 3397. <http://dx.doi.org/10.1002/chem.201203243>
  • Zask Arie, Murphy John, Ellestad George A.: Biological Stereoselectivity of Atropisomeric Natural Products and Drugs. Chirality 2013, 25, 265. <http://dx.doi.org/10.1002/chir.22145>
  • Gerlach Hans: Chirality: A Relational Geometric-Physical Property. Chirality 2013, 25, 684. <http://dx.doi.org/10.1002/chir.22216>
  • Lomas John S.: 1 H NMR spectra of ethane-1,2-diol and other vicinal diols in benzene: GIAO/DFT shift calculations. Magn. Reson. Chem. 2013, 51, 32. <http://dx.doi.org/10.1002/mrc.3899>
  • Lomas John S.: 1 H NMR spectra of alkane-1,3-diols in benzene: GIAO/DFT shift calculations. Magn. Reson. Chem. 2013, 51, 469. <http://dx.doi.org/10.1002/mrc.3973>
  • Pogodin Sergey, Assadi Naela, Agranat Israel: Conformational space of tetrakis(2-naphthalenyl)ethene: a naphthologous AIE luminogen. Struct Chem 2013, 24, 1747. <http://dx.doi.org/10.1007/s11224-013-0331-0>
  • Grulich Michal, Štěpánek Václav, Kyslík Pavel: Perspectives and industrial potential of PGA selectivity and promiscuity. Biotechnology Advances 2013, 31, 1458. <http://dx.doi.org/10.1016/j.biotechadv.2013.07.005>
  • Jacobsen Elisabeth Egholm, el-Behairy Mohammed Farrag, Skattebøl Lars, Anthonsen Thorleif: Enantiopure dihalocyclopropyl alcohols and esters by lipase catalyzed kinetic resolution. Journal of Biotechnology 2013, 168, 284. <http://dx.doi.org/10.1016/j.jbiotec.2013.08.030>
  • Johnstone Timothy C., Lippard Stephen J.: Conformational isomerism of trans-[Pt(NH2C6H11)2I2] and the classical Wernerian chemistry of [Pt(NH2C6H11)4]X2 (X=Cl, Br, I). Polyhedron 2013, 52, 565. <http://dx.doi.org/10.1016/j.poly.2012.08.010>
  • Ostrowski Sławomir, Jamróz Michał H., Dobrowolski Jan Cz.: A study on the stability, chirality, and theoretical spectra of the heterofullerenes C69X (X=N, P, As, B, Si, Ge). Tetrahedron: Asymmetry 2013, 24, 1097. <http://dx.doi.org/10.1016/j.tetasy.2013.07.022>
  • Stilinović Vladimir, Kaitner Branko: Structural and Thermodynamic Insight into Solid State Phase Transition Mechanism of a 1,3,3′-Triketone. Crystal Growth & Design 2013, 13, 1703. <http://dx.doi.org/10.1021/cg400016z>
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  • Dicks Andrew P.: A Supplement to the “Historical Origins of Stereochemical Line and Wedge Symbolism”. J. Chem. Educ. 2013, 90, 1109. <http://dx.doi.org/10.1021/ed400249y>
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  • Lago Ana Belén, Carballo Rosa, Rodríguez-Hermida Sabina, Vázquez-López Ezequiel M.: Control over the preparation of two pH-dependent Cu(ii) supramolecular isomers based on 1,3,5-benzenetricarboxylic acid and the bis(4-pyridylthio)methane ligand. CrystEngComm 2013, 15, 1563. <http://dx.doi.org/10.1039/c2ce26652k>
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  • Gupta Pankaj, Mahajan Neha, Taneja Subhash Chandra: Recent advances in the stereoselective synthesis of 1,3-diols using biocatalysts. Catal. Sci. Technol. 2013, 3, 2462. <http://dx.doi.org/10.1039/c3cy00125c>
  • Sun Di, Xu Meng-Zhen, Liu Shan-Shan, Yuan Shuai, Lu Hai-Feng, Feng Sheng-Yu, Sun Dao-Feng: Eight Zn(ii) coordination networks based on flexible 1,4-di(1H-imidazol-1-yl)butane and different dicarboxylates: crystal structures, water clusters, and topologies. Dalton Trans. 2013, 42, 12324. <http://dx.doi.org/10.1039/c3dt51114f>
  • Yuan Shuai, Liu Shan-Shan, Lu Hai-Feng, Xu Meng-Zhen, Sun Di: A two-dimensional silver–iodide organic network constructed from a unique [Ag6I6] hexagonal prism-based one-dimensional column motif. Acta Crystallogr C Cryst Struct Commun 2013, 69, 216. <http://dx.doi.org/10.1107/S0108270113002916>
  • Seidel Rüdiger, Goddard Richard, Oppel Iris: Structural Diversity of Metallosupramolecular Assemblies Based on the Bent Bridging Ligand 4,4′-Dithiodipyridine †. Polymers 2013, 5, 527. <http://dx.doi.org/10.3390/polym5020527>
  • Krasnov Victor P., Gruzdev Dmitry A., Levit Galina L.: Nonenzymatic Acylative Kinetic Resolution of Racemic Amines and Related Compounds. Eur J Org 2012, 2012, 1471. <http://dx.doi.org/10.1002/ejoc.201101489>
  • Lomas John S.: 1H NMR study of the hetero-association of unsaturated alcohols with pyridine. J. Phys. Org. Chem. 2012, 25, 620. <http://dx.doi.org/10.1002/poc.1953>
  • Lomas John S., Maurel François: GIAO/DFT calculations of relative conformer energies and 1H NMR shifts of unsaturated alcohols in benzene. J. Phys. Org. Chem. 2012, 25, 628. <http://dx.doi.org/10.1002/poc.1954>
  • Fujita Shinsaku: Stereoisograms of trigonal bipyramidal compounds: II. RS-stereogenicity/RS-stereoisomerism versus stereogenicity/stereoisomerism, leading to a revised interpretation of Berry’s pseudorotation. J Math Chem 2012, 50, 1815. <http://dx.doi.org/10.1007/s10910-012-0007-9>
  • Fujita Shinsaku: Importance of the proligand-promolecule model in stereochemistry. II. The stereoisogram approach to stereoisomeric features of prismane derivatives. J Math Chem 2012, 50, 2168. <http://dx.doi.org/10.1007/s10910-012-0024-8>
  • Fujita Shinsaku: Importance of the proligand-promolecule model in stereochemistry. I. The unit-subduced-cycle-index (USCI) approach to geometric features of prismane derivatives. J Math Chem 2012, 50, 2202. <http://dx.doi.org/10.1007/s10910-012-0025-7>
  • Siodła Tomasz, Hoffmann Marcin, Koroniak Henryk: Photoisomerization of fluorinated 1,3-dimethyl-5-propenyl uracils. J Photochem Photobiol A Chem 2012, 231, 60. <http://dx.doi.org/10.1016/j.jphotochem.2012.01.010>
  • Hao Hong-Jun, Sun Di, Liu Fu-Jing, Huang Rong-Bin, Zheng Lan-Sun: Dicarboxylate-controlled three Zn(II) coordination polymers incorporating flexible 1,2-bis(imidazol-1′-yl)ethane ligand: Syntheses, structures, thermal stabilities and photoluminescent properties. J Mole Struct 2012, 1012, 131. <http://dx.doi.org/10.1016/j.molstruc.2011.12.030>
  • Kartal Zeki, T��rk Tu��ba, Smol���yakov Alexander F., Dolgushin Fedor M., Ginzburg Allan G., Bashilov Vasily V., Antipin Mikhail Yu., Luo Geng-Geng, Wu Dong-Liang, Liu Li, Wu Sheng-Hui, Li Dong-Xu, Xiao Zi-Jing, Dai Jing-Cao: FT-IR spectroscopic and thermal study of M(1,6-hexanedithiol)Ni(CN)4���2(1,4-dioxane) clathrate (M=Mn, Co, Ni and Cd). Journal of Molecular Structure 2012, 1014, 74. <http://dx.doi.org/10.1016/j.molstruc.2012.02.003>
  • Fujita Shinsaku: Extended pseudoasymmetry and geometric prochirality clarifying the scope of the concepts of holantimers and stereoisograms. Tetrahedron: Asymmetry 2012, 23, 623. <http://dx.doi.org/10.1016/j.tetasy.2012.04.020>
  • Zhou Wanding, Nakhleh Luay: Quantifying and Assessing the Effect of Chemical Symmetry in Metabolic Pathways. J. Chem. Inf. Model. 2012, 52, 2684. <http://dx.doi.org/10.1021/ci300259u>
  • Knight Fergus R., Randall Rebecca A. M., Athukorala Arachchige Kasun S., Wakefield Lucy, Griffin John M., Ashbrook Sharon E., Bühl Michael, Slawin Alexandra M. Z., Woollins J. Derek: Noncovalent Interactions in Peri-Substituted Chalconium Acenaphthene and Naphthalene Salts: A Combined Experimental, Crystallographic, Computational, and Solid-State NMR Study. Inorg. Chem. 2012, 51, 11087. <http://dx.doi.org/10.1021/ic301627y>
  • Fokin Andrey A., Chernish Lesya V., Gunchenko Pavel A., Tikhonchuk Evgeniya Yu., Hausmann Heike, Serafin Michael, Dahl Jeremy E. P., Carlson Robert M. K., Schreiner Peter R.: Stable Alkanes Containing Very Long Carbon–Carbon Bonds. J. Am. Chem. Soc. 2012, 134, 13641. <http://dx.doi.org/10.1021/ja302258q>
  • Rogachev Andrey Yu., Wen Xiao-Dong, Hoffmann Roald: Jailbreaking Benzene Dimers. S J Am Chem Soc 2012, 134, 8062. <http://dx.doi.org/10.1021/ja302597r>
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  • Sun Di, Yan Zhi-Hao: A novel one-dimensional silver cylinder stabilized by mixed 2-mercaptobenzoic acid and ethylenediamine ligands. Acta Crystallogr C Cryst Struct Commun 2012, 68, m229. <http://dx.doi.org/10.1107/S0108270112031125>
  • Fujita Shinsaku: Symmetry-Itemized Enumeration of Cubane Derivatives as Three-Dimensional Entities by the Elementary-Superposition Method of the USCI Approach. Bull. Chem. Soc. Jpn. 2012, 85, 811. <http://dx.doi.org/10.1246/bcsj.20120009>
  • Zimmer Lucie E., Sparr Christof, Gilmour Ryan: Konformative Fluoreffekte in der Organokatalyse: eine neuartige Strategie zum molekularen Design. angew chemie 2011, 123, 12062. <http://dx.doi.org/10.1002/ange.201102027>
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  • de Diego Heidi Lopez, Bond Andrew D., Dancer Robert James: Formation of solid solutions between racemic and enantiomeric citalopram oxalate. Chirality 2011, 23, 408. <http://dx.doi.org/10.1002/chir.20943>
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  • Sakamoto Masami, Fujita Kazuyuki, Yagishita Fumitoshi, Unosawa Atsushi, Mino Takashi, Fujita Tsutomu: Kinetic resolution of racemic amines using provisional molecular chirality generated by spontaneous crystallization. Chem Commun 2011, 47, 4267. <http://dx.doi.org/10.1039/c1cc00081k>
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  • Sun Di, Li Yun-Hua, Hao Hong-Jun, Liu Fu-Jing, Zhao Yang, Huang Rong-Bin, Zheng Lan-Sun: Syntheses, structures and photoluminescent properties of a series of Ag(i) coordination architectures based on 2,4-diamino-6-methyl-1,3,5-triazine and dicarboxylates: from a 0D discrete molecule to a 3D infinite network. CrystEngCommun 2011, 13, 6431. <http://dx.doi.org/10.1039/c1ce05683b>
  • Pérez J., Carrascosa R., García L., Barandika G., Calderón-Casado A., Pérez E., Serrano J. L., Santana M. D.: Coordination to metal centers: A tool to fix high energy conformations in organic molecules. Application to 2,4,4-trimethyl-1,5,9-triazacyclododec-1-ene and related macrocycles. DALTON T 2011, 40, 9504. <http://dx.doi.org/10.1039/c1dt11281c>
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  • Poger David, Van Gunsteren Wilfred F., Mark Alan E.: A new force field for simulating phosphatidylcholine bilayers. J Comput Chem 2010, 31, 1117. <http://dx.doi.org/10.1002/jcc.21396>
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