C3-Symmetrie in der asymmetrischen Katalyse und der chiralen Erkennung

Moberg, Christina

doi:10.1002/(sici)1521-3757(19980202)110:3<260::aid-ange260>3.0.co;2-6

Cited by 80 publications

(10 citation statements)

References 228 publications

(152 reference statements)

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“…Particular interest was given to C 3 -symmetric structures, serving e.g. as templates in asymmetric catalysis or molecular recognition [ 11 – 14 ].…”

Section: Introductionmentioning

confidence: 99%

Novel supramolecular affinity materials based on (−)-isosteviol as molecular templates

Lohoelter¹,

Brutschy²,

Lubczyk³

et al. 2013

Beilstein J. Org. Chem.

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SummaryThe readily available ex-chiral-pool building block (−)-isosteviol was combined with the C 3-symmetric platforms hexahydroxytriphenylene and hexaaminotriptycene providing large and rigid molecular architectures. Because of the persistent cavities these scaffolds are very potent supramolecular affinity materials for head space analysis by quartz crystal microbalances. The scaffolds serve in particular as templates for tracing air-borne arenes at low concentration. The affinities of the synthesized materials towards different air-borne arenes were determined by 200 MHz quartz crystal microbalances.

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“…Particular interest was given to C 3 -symmetric structures, serving e.g. as templates in asymmetric catalysis or molecular recognition [ 11 – 14 ].…”

Section: Introductionmentioning

confidence: 99%

Novel supramolecular affinity materials based on (−)-isosteviol as molecular templates

Lohoelter¹,

Brutschy²,

Lubczyk³

et al. 2013

Beilstein J. Org. Chem.

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“…Indeed, in 1998 Moberg wrote an excellent review of the role of rotational symmetry in chemistry, with an emphasis on C 3 symmetry in asymmetric catalysis and chiral recognition. 1 In 1998, however, many of the molecules surveyed had yet to undergo assays as catalyst ligands or molecular hosts.…”

Section: Introductionmentioning

confidence: 99%

Applications of chiral C3-symmetric molecules

Gibson

Castaldi

2006

Chem. Commun.

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Throughout history symmetry and chirality have inspired artists and scientists alike. Given that rotational axes are the only elements of symmetry compatible with chirality, it is not surprising that C2- and C3-symmetrical molecules have attracted considerable attention. In recent years, the aesthetic appeal of C2-symmetrical molecules has been translated into many widely-used applications some of which are of commercial importance by its exploitation in the area of asymmetric catalysis. In contrast, exploitation of the arguably greater aesthetic appeal of C3-symmetric molecules is still in its infancy. This review, which surveys the applications of chiral C3-symmetrical molecules in the areas of asymmetric catalysis, molecular recognition and nanoarchitecture, has been designed with a view to identifying some of the most promising areas of application of these very beautiful molecules.

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“…C 2 ‐Symmetric ligands have, in many situations, proven to offer advantageous properties over those lacking symmetry, and such ligands have been extensively employed in asymmetric catalysis and various processes involving chiral recognition 5 . C 3 ‐Symmetric ligands, however, have been considerably less investigated,6 although extensive studies have been performed on achiral ligands possessing threefold rotational axes. Particularly detailed studies have been performed by the groups of Verkade7,8 and Schrock9 on complexes with derivatives of tris(2‐aminoethyl)amine (TREN) most of them bearing bulky substituents such as trialkylsilyl or pentafluorophenyl groups on nitrogen.…”

Section: Introductionmentioning

confidence: 99%

Chiral, Enantiopure Aluminum(III) and Titanium(IV) Azatranes

et al. 2006

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AlIII and TiIV complexes of C3‐symmetric tetradentate trisamidoamine ligands with trigonal bipyramidal coordination geometry, containing chlorine or dialkylamido groups, or with a free coordination site in the apical position, have been synthesised by salt metathesis and amine elimination. Products with threefold symmetry were generally obtained for tetravalent titanium, whereas for the aluminium complexes either asymmetric structures with two of the three podand arms taking part in coordination to the metal or symmetric arrangements possessing the full threefold symmetry were formed depending on the steric properties of the ligands. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

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C3-Symmetrie in der asymmetrischen Katalyse und der chiralen Erkennung

Abstract: Rotationssymmetrie kann ein wichtiger Faktor sein, um bei chiraler Erkennung eine hohe Selektivität zu erreichen. Für C2‐symmetrische Verbindungen ist das wohlbekannt. Das Konzept kann jedoch auch auf chirale Verbindungen höherer Symmetrie (z. B. 1) erweitert werden.

Cited by 80 publications

References 228 publications

Novel supramolecular affinity materials based on (−)-isosteviol as molecular templates

Novel supramolecular affinity materials based on (−)-isosteviol as molecular templates

Applications of chiral C3-symmetric molecules

Chiral, Enantiopure Aluminum(III) and Titanium(IV) Azatranes

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