List of papers relating to the CH/π hydrogen bond

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Category: CHIRAL RECOGNITION

C. Cardellicchio et al., CrystEngComm. 2012, DOI: 10.1039/c0xx00000x: An Investigation on the Weak Interactions Assembling the Crystal Structures of Betti Bases.

Q. He et al., Chirality 2012, 24, 119-128: Resolution of sertraline with (R)-mandelic acid: Chiral discrimination mechanism study.

D. Scuderia et al., Phys. Chem. Chem. Phys. 2011, 13, 17916-17929: The role of weak hydrogen bonds in chiral recognition.

M. Nishio, Phys. Chem. Chem. Phys., 2011, 13, 13873-13900. DOI: 10.1039/C1CP20404A: The CH/pi hydrogen bond in chemistry. Conformation, supramolecules, optical resolution and interactions involving carbohydrates. [Review: PCCP Perspective, themed issue ‘Weak Hydrogen Bonds - Strong Effects]

A. Ichikawa et al., CrystEngComm 2011, 13, 4536-4548: Crystal structures and chiral recognition of the diastereomeric salts prepared from 2-methoxy-2-(1-naphthyl)propanoic acid.

F. P. Ballistreri et al., Eur. J. Org. Chem. 2010, 3806-3810: Heteroditopic Chiral Uranyl?Salen Receptor for Molecular Recognition of Amino Acid Ammonium Salts.

A. Arda et al., Chem. Eur. J. 2010, 16, 414-418: A Chiral Pyrrolic Tripodal Receptor Enantioselectively Recognizes beta-Mannose and beta-Mannosides.

K. Le Barbu-Debus, Phys. Chem. Chem. Phys. 2009, 11, 7589-7598: Chiral recognition in jet-cooled complexes of (1R,2S)-(+)-cis-1-amino-2-indanol and methyl lactate: on the importance of the CH...pi interaction.

S. Tartaggia et al., Org Lett. 2009, 11, 3926-3929: Gases as guests in benzocyclotrimer cage hosts.

R. Carrillo et al., Angew. Chem. Int. Ed. 2009, 48, 7803-7808: Quantification of a CH/pi Interaction Responsible for Chiral Discrimination and Evaluation of Its Contribution to Enantioselectivity.

Q. He et al., Chirality 2009, 22, 16-23: Diastereomeric resolution of p-chloromandelic acid with (R)-phenylethylamine.

G. Tarkanyi et al., Chem. Eur. J. 2008, 14, 6078-6086: Edge-to-face CH/pi aromatic interaction and molecular self-recognition in epi-cinchona-based bifunctional thiourea organocatalysis.

A. Ichikawa et al., Tetrahedron: Asymm. 2008, 19, 2693-2698: Characteristic conformations and molecular packings in crystal structures of diastereomeric esters prepared from (S)-2-methoxy-2-(1-naphthyl)propanoic acid.

K. Tanaka et al., Tetrahedron: Asymm. 2007, 18, 2657-2651: Trianglamine as a new chiral shift reagent for secondary alcohols.

K. Saigo, Y. Kobayashi, Chem. Record, 2007, 7, 47-56: The role of CH/pi interaction in the stabilization of less-soluble diastereomeric salt crystals.

Y. Kobayashi, K. Saigo, J. Am. Chem. Soc. 2005,127, 15054-15060: Periodic ab initio approach for the cooperative effect of CH/pi interaction in crystals: Relative energy of CH/pi and hydrogen-bonding interactions.

C. Roussel et al., Biomed. Chromatogr. (Special Issue: Chiral separations) 2005, 19, 434-438: Enantiorecognition on solid chiral selectors using microbatch technology: an example of limitation in case of strong association in the racemate.

A. Johansson, M. Hakansson, Chem. Eur. J. 2005, 11, 5238-5248: Absolute asymmetric synthesis of stereochemically labile aldehyde helicates and subsequent chirality transfer reactions.

A. Lennartson et al., Chem. Eur. J. 2005, 11, 1757-1762: Resolution of seven-coordinate complexes.

E. Rafii et al., ARKIVOC 2005, 86-94: (-)-(R,R)-N,N-Bis(3-nitro-salicylidene)-1,2-cyclohexanediamine as a new host compound for aromatic guests through CH/pi interactions.

Y. Kobayashi et al., Chirlity 2005, 17, 108-112: Synthesis, absolite configuration, and application of enantiopure trans-1-aminobenz[f]indaon-2-ol.

S. Kitoh et al., J. Molec. Struct. 2005, 737, 277-282: Conglomerate formation and crystal structure of 4-phenyl-1,3-thiazolidin-2-one.

H. Suezawa et al., Eur. J. Org. Chem. 2004, 4816-4822, Aromatic CH/pi hydrogen bond as an important factor deciding the relative stability of diastereomeric salts relevant to enantiomeric resolution. A crystallographic database study.

Y. Kobayashi et al., J. Org. Chem. 2004, 69, 7436-7441: Rational design of CH/pi interaction sites in a basic resolving agent.

Y. Kobayashi et al., Org. Lett. 2004, 6 , 4227-4230: A New Hydrogen-Bonding Motif for Chiral Recognition in the Diastereomeric Salts of Racemic 1-Phenylethylamine Derivatives with Enantiopure O-Ethyl Phenylphosphonothioic Acid.

M. Matsugi et al., Tetrahedron 2004, 60, 3311-3317: A novel separation technique of diastereomeric esters of pyridylethanols by extraction: formal total synthesis of PNU-142721, HIV-1 reverse transcriptase inhibitor.

M. Matsugi et al., Chem. Pharm. Bull. 2003, 51:460-462: A simple determination method of the absolute configuration of 1-arylethanthiols by an intramolecular CH/pi shielding effect in 1H-NMR of diastereomeric thiol esters.

M. Matsugi et al., Tetrahedron Lett. 2003, 44, 3355-3358: Optical resolution of racemic-1-furo[2,3-c]pyridin-5-yl-ethanol using extraction technique: formal total synthesis of PNU-142721, HIV-1 reverse transcriptase inhibitor.

M. Matsugi et al., Chem. Eur. J. 2002, 8, 5551-5564:1H NMR determination of absolute configuration of 1- or 2-aryl-substituted alcohols and amines by means of their diastereomers: novel separation technique of diastereomeric derivatives of pyridyl alcohols by extraction.

I. Fujii, N. Hirayama, Helv. Chim. Acta 2002, 85, 2946-2960: Chiral space formed by (+)-(1S)-1,1'-binaphthalene-2,2'-diyl phosphate: Recognition of aliphatic L-α-amino acids.

O. Rusin et al., Chem. Eur. J., 2002, 8, 655-663: 1,1-Binaphthyl-substituted macrocycles as receptors for saccharide recognition.

H. Singh and R. Warmuth, Tetrahedron 2002, 58, 1257-1264: Chiral recognition by hemicarcerand-like host in aqueous solution.

M. Matsugi et al., Tetrahedron Lett. 2001, 42, 6903-6905: Determination of absolute configuration of trans-2-arylcyclohexanols using remarkable aryl-induced H NMR shifts in diastereomeric derivatives.

J. M. Rivera et al., J. Am. Chem. Soc. 2001, 123, 5213-5220: Chiral softballs: Synthesis and molecular recognition properties.

M. Shizuma et al., Tetrahedron 2001, 57, 4567-4578: Chiral discrimination of permethylated gluco-oligosaccharide toward amino acid ester salts.

K. Kinbara et al., Tetrahedron 2000, 56, 6651-6655: Effect of a substituent on an aromatic group in diastereomeric resolution.

K. Kinbara et al., J. Chem. Soc., Perkin Trans. 2 2000, 1339-1348: A high performance, tailor-made resolving agent: remarkable enhancement of resolution ability by introducing a naphthyl group into the fundamental skeleton.

K. Kinbara et al., J. Chem. Soc., Perkin Trans. 2 2000, 111-119: Chiral discrimination of 2-arylalkanoic acids by (1R,2R)-1-aminoidan-2-ol through the formation of a consistent columnar supramolecular hydrogen-bond network.

M. Akazome et al., J. Org. Chem. 2000, 65, 68-76: Enantiomeric inclusion of methyl phenyl sulfoxides and benzyl methyl sulfoxides by (R)-phenylglycyl-(R)-phenylglycine and the crystal structures of the inclusion cavities.

M. Akazome et al., J. Org. Chem. 1999, 64, 2293-2300: Enantiomeric inclusion of alpha-hydroxy esters by (R)-(1-naphthyl)glycyl-(R)-phenylglycine and the crystal structures of the inclusion cavities.

M. Akazome et al., Tetrahedron 1997, 53, 8315-8322: Enantiomeric recognition of alkyl phenyl sulfoxides by crystalline (R)-phenylglycyl-(R)-phenylglycine.

H. Tomori et al., Bull. Chem. Soc. Jpn. 1996, 69, 3581-3590: Facile optical resolution of a dibenzopyrazinoazepine derivative and the nature of molecular recognition of amines by chiral 2,3-di-O-(arylcarbonyl)tartaric acids.

M. Akazome et al., Tetrahedron: Assymetry 1997, 8, 2331-2336: Asymmetric

K. Ogura Yukagaku 1994, 43, 779-786: Molecular recognition by crystalline dipeptides [REVIEW]. (in Japanese)

K. Ogura et al., Tetrahedron Lett. 1990, 3331-3334: A new system for molecular recognition: Highly specific inclusion of (S)-isopropyl phenyl sulfoxide by solid (R)-phenylglycil-(R)-phenylgluycine.