Thermal racemisation of hepta-, octa-, and nonahelicene : Kinetic results, reaction path and experimental proofs that the racemisation of hexa- and heptahelicene does not involve an intramolecular double diels-alder reaction

Keywords

Chemistry, Stereochemistry

References

• Conformational studies on hexahelicenes—III: Synthesis and spectroscopic data of meso- and rac.-2,2′-Bis hexahelicylW. H. Laarhoven, R. G. M. VELDHUIS — 1972
• Application of the perturbation molecular orbital method to the interpretation of organic mass spectra. The hexahelicene rearrangement and other electrocyclic mass-spectrometric reactionsRalph C. Dougherty — 1968
• The Synthesis and Resolution of Hexahelicene1Melvin S. Newman, Daniel Lednicer — 1956
• Dibenzoequinene. A novel heptacyclic hydrocarbon from the photolysis of [2.2]paracyclonaphthaneHarry H. Wasserman, Philip M. Keehn — 1967

Cited by

• Chiral recognition in noncovalent bonding interactions between helicenes: right-handed helix favors right-handed helix over left-handed helix.Magdalena Riancho Viera — 2008
• Synthesis of a double helicene by a palladium-catalyzed cross-coupling reaction: structure and physical properties.Hitoshi Kashihara, Toshio Asada, Ken Kamikawa — 2015
• Synthèses et analyses structurales d’oligomères d’ATCs : une nouvelle famille de γ-aminoacides hétérocycliques pour la conception de foldamèresL. Mathieu — 2015
• Atomisierungsenergien gespannter konjugierter kohlenwasserstoffe—I: Razemisierungsenergien von helicenenH.J. Lindner — 1975
• Metadyn View: Fast web-based viewer of free energy surfaces calculated by metadynamicsPetr Hošek, Vojtěch Spiwok — 2016
• Synthesis and characterization of new helically chiral heptacyclic systemsMourad Ben Braiek, Faouzi Aloui, Souad Moussa — 2015
• Preparation and Properties of New Methano-Bridged Dibenzo[c,g]phenanthrenes†Carsten Puls, Andreas Stolle, Armin de Meijere — 1993
• Synthesis and resolution of 2-hydroxyhexaheliceneMourad Ben Braiek, Faouzi Aloui, Béchir Ben Hassine — 2013
• Theoretical study of the structures and racemization barriers of [n]helicenes (n = 3–6, 8)Stefan Grimme, Sigrid D. Peyerimhoff — 1996
• Evaluation of Stretching Properties of [7]Thiaheterohelicene Framework Called “Molecular Spring” Using AFM Force Measurements and Electrostatic State CalculationsYoshio Nakahara, Minako Higashi, Ryoto Funayama — 2015
• Liquid Chromatography on Triacetylcellulose, 6. Synthesis, Chromatographic Enrichment of Enantiomers, and Barriers to Enantiomerization of Helical PhenanthrenesHerbert Scherübl, Ursula Fritzsche, Albrecht Mannschreck — 1984
• One hundred years of helicene chemistry. Part 2: stereoselective syntheses and chiral separations of carbohelicenes.Marc Gingras, Guy Félix, Romain Peresutti — 2013
• Non-catalytic approach to the synthesis of partially reduced 'S' shaped dioxathia- and oxadithiahelicenes through base induced inter- and intramolecular C-C bond formation.Hardesh K. Maurya, Vishnu K. Tandon, Brijesh Kumar — 2012
• Exploration of 9-bromo[7]helicene reactivityJaroslav Žádný, Petr Velíšek, Martin Jakubec — 2013
• Preferential Crystallization of a Helicene–Viologen Hybrid – An Efficient Method to Resolve [5]Helquat Enantiomers on a 20 g ScaleJan Vávra, Lukáš Severa, Pavel Švec — 2012
• New axially chiral sulfur compounds: Synthesis and conformational stability of enantiopure 4,4′-biphenanthrene-3,3′-dithiol and related atropisomeric derivativesAntonio Dore, Davide Fabbri, Serafino Gladiali — 1995
• The thermal racemization of methyl-substituted hexahelicenesJ.H. Borkent, W. H. Laarhoven — 1978
• Novel ion recognition systems based on cyclic and acyclic oligo(salen)-type ligandsShigehisa Akine — 2012
• A Hexahelicene, Racemization-resistant below 300°C. Synthesis, Conformation and Racemization Parameters of 1, 3-Di-tert-ButylhexaheliceneW. J. C. Prinsen, C. A. J. Hajee, W. H. Laarhoven — 1990
• An organometallic route to long helicenesPetr Sehnal, Irena G. Stará̈, David Šaman — 2009

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