Enantioselective Friedel–Crafts type addition of indoles to nitro-olefins using a chiral hydrogen-bonding catalyst – synthesis of optically active tetrahydro-β-carbolines

2005 ◽  
Vol 3 (14) ◽  
pp. 2566 ◽  
Author(s):  
Wei Zhuang ◽  
Rita G. Hazell ◽  
Karl Anker Jørgensen
Keyword(s):  
Hydrogen Bonding ◽  
Optically Active ◽  
Catalyst Synthesis

Dynamic optical activity induction in the N-alkyl-N′-trityl ureas and thioureas

2019 ◽  
Vol 17 (33) ◽  
pp. 7782-7793 ◽  
Author(s):  
Natalia Prusinowska ◽  
Agnieszka Czapik ◽  
Martika Wojciechowska ◽  
Marcin Kwit
Keyword(s):  
Hydrogen Bonding ◽  
Optical Activity ◽  
Optically Active ◽  
Thiourea Derivatives ◽  
Hydrogen Bonding Network ◽  
Activity Induction

Stereodynamic trityl group, utilized as a reporter of chirality, hampers hydrogen bonding network in optically active urea and thiourea derivatives.

Variations on a Cage Theme: Some Complexes of Bicyclic Polyamines as Supramolecular Synthons

2009 ◽  
Vol 62 (10) ◽  
pp. 1246 ◽  
Author(s):  
Ian J. Clark ◽  
Alessandra Crispini ◽  
Paul S. Donnelly ◽  
Lutz M. Engelhardt ◽  
Jack M. Harrowfield ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Aromatic Ring ◽  
Oxidation State ◽  
Metal Ion ◽  
Intermolecular Forces ◽  
Optically Active ◽  
Alphabetical Order ◽  
Supramolecular Synthons ◽  
Π Stacking ◽  
Parallel Arrays

Dedication: One of Alan Sargeson’s great abilities was to seek out knowledge on topics of which he was not the master from those people with the expertise. This led occasionally to publications with a ‘cricket team’ of authors but with a rich brew of information, often international. Alan also insisted that all authors were equal since, without any one, the paper would not be what it was. Hence, he endeavoured to pursue the policy, difficult to maintain over a period where an obsession with absurdities such as the order of authors and point-scoring based on meaningless publication indices became so important in the maintenance of research, of listing authors simply in alphabetical order. In describing work begun while he was still with us, we have attempted to adhere to his principles. Analysis of a body of crystallographic information concerning metal(ii) and metal(iii) complexes of macrobicyclic hexamine ligands and some of their derivatives provides evidence for the action of a variety of intermolecular forces within the lattices. Hydrogen bonding is universal and its forms depend strongly upon the oxidation state and the particular nature of the metal ion bound to the macrobicycle. The introduction of both aliphatic and aromatic substituents leads to lattices in which these substituents associate, although, in the case of aromatic substituents, this is not necessarily a consequence of ‘π-stacking’, despite the fact that the aromatic ring planes form parallel arrays. At least in the case of CoIII, stable enantiomers of the complexes can be obtained, and in {Δ-(+)589-[Co{(NH3)(CH3)sar}]}2Cl2(C6(CO2)6)·26H2O (sar = 3,6,10,13,16,19-hexa-azabicyclo[6.6.6]icosane), the benzene hexacarboxylate anion adopts a chiral conformation in the presence of the optically active cation.

scholarly journals (2R,2′S)-2,2′-Bipiperidine-1,1′-diium dibromide

2013 ◽  
Vol 69 (11) ◽  
pp. o1711-o1711 ◽  
Author(s):  
Guang Yang ◽  
Bruce C. Noll ◽  
Elena V. Rybak-Akimova
Keyword(s):  
Hydrogen Bonding ◽  
Hydrogen Bonds ◽  
Title Compound ◽  
Optically Active ◽  
Organic Cations ◽  
Al Alloy ◽  
Inversion Center ◽  
Compound C ◽  
Organic Moiety ◽  
Counter Ions

The title compound, C10H22N22+·2Br−, was synthesizedviareduction of 2,2′-dipyridyl with Ni–Al alloy/KOH, followed by separation of diastereoisomers (mesoandrac) by recrystallization from ethanol. Although the two bridging C atoms are optically active, these two chiral centers adopt an (S,R) configuration; thus, the title compound contains an achiralmesoform of 2,2′-bipiperidine. Both of the piperidinium rings adopt chair conformations, and the two N atoms aretransto each other; an inversion center is located in the mid-point of the central C—C bond. The conformation of the organic moiety resembles that of 1,1′-bi(cyclohexane). The organic diammonium cations are linked to each other through hydrogen bonding with bromide counter-ions, each of which forms two hydrogen bonds (N—H...Br) with two adjacent organic cations, thus linking the latter together in sheets parallel to (100).

Hydrogen bonding in optically active and racemic 2-butanol

1983 ◽  
Vol 105 (19) ◽  
pp. 6174-6175 ◽  
Author(s):  
William C. Herndon ◽  
Steven P. Vincenti
Keyword(s):  
Hydrogen Bonding ◽  
Optically Active

ChemInform Abstract: Optically Active Cyclophane Receptors for Mono- and Disaccharides: The Role of Bidentate Ionic Hydrogen Bonding in Carbohydrate Recognition.

ChemInform ◽  
2010 ◽  
Vol 33 (4) ◽  
pp. no-no
Author(s):  
Anne Sophie Droz ◽  
Ulf Neidlein ◽  
Sally Anderson ◽  
Paul Seiler ◽  
Francois Diederich
Keyword(s):  
Hydrogen Bonding ◽  
Optically Active ◽  
Carbohydrate Recognition ◽  
Ionic Hydrogen Bonding
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