Cycloadditionsreaktionen des tetrachlor-o-benzochinons mit fulvenen

Allmann, R.; Debaerdemaeker, T.; Friedrichsen, Willy; Jürgens, Hans‐Joachim; Betz, Michael

doi:10.1016/0040-4020(76)80035-x

Cited by 28 publications

(8 citation statements)

References 47 publications

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“…Pentafulvenes show dual capabilities in DACs, with documented examples of them functioning as both dienes and dienophiles [55,114,150–151 154,159,174–176 227–229]. The exact nature of the fulvene moiety is dependent mostly on its substituents (e.g., EWG or EDG) relative to the other reactants [6,42,45,67,103,153,230].…”

Section: Reviewmentioning

confidence: 99%

An overview of the cycloaddition chemistry of fulvenes and emerging applications

Swan¹,

Platts²,

Blencowe³

2019

Beilstein J. Org. Chem.

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The unusual electronic properties and unique reactivity of fulvenes have interested researchers for over a century. The propensity to form dipolar structures at relatively low temperatures and to participate as various components in cycloaddition reactions, often highly selectively, makes them ideal for the synthesis of complex polycyclic carbon scaffolds. As a result, fulvene cycloaddition chemistry has been employed extensively for the synthesis of natural products. More recently, fulvene cycloaddition chemistry has also found application to other areas including materials chemistry and dynamic combinatorial chemistry. This highlight article discusses the unusual properties of fulvenes and their varied cycloaddition chemistry, focussing on applications in organic and natural synthesis, dynamic combinatorial chemistry and materials chemistry, including dynamers, hydrogels and charge transfer complexes. Tables providing comprehensive directories of fulvene cycloaddition chemistry are provided, including fulvene intramolecular and intermolecular cycloadditions complete with reactant partners and their resulting cyclic adducts, which provide a useful reference source for synthetic chemists working with fulvenes and complex polycyclic scaffolds.

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Section: Reviewmentioning

confidence: 99%

An overview of the cycloaddition chemistry of fulvenes and emerging applications

Swan¹,

Platts²,

Blencowe³

2019

Beilstein J. Org. Chem.

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“…Both simulations have shown that monomethin has a twisted ground structure, 6 which is consistent with the experimentally observed structure. 8…”

Section: On the Nacl Surfacementioning

confidence: 99%

Ab Initio Molecular-Dynamics Simulations of Adsorption of Dye Molecules at Surfaces

Sugihara¹,

Meyer²,

Entel³

et al. 2000

Structure and Dynamics of Heterogeneous Systems

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We present results of ab initio total energy calculations and molecular-dynamics simulations of dye molecules on the NaCl(100) surface. The investigations concentrate on the flat dye molecules trimethin, [C 19 H 17 N 2 O 2 ] + , which form sandwich-like structures if closely packed, and the cyanine molecule monomethin, [C 21 H 23 N 2 ] + , which shows a typical stereochemical deformation due to two repulsive methyl groups. The molecular-dynamics simulations are able to reproduce the experimentally observed configurations of the charged dye molecules on surfaces.

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“…The cyanine molecule monomethine, [C 21 H 23 N 2 ] + has a twisted ground state configuration due to the steric repulsion between the methyl groups on the N atoms. 6 We have put a monometine on an NaCl surface and done MD. After 400 fs of relaxation by MD, the molecule changes its form as shown in Fig.…”

Section: Calculation Of Dye Moleculesmentioning

confidence: 99%

Ab Initio Molecular Dynamics Simulations of Dye Molecules on Surfaces

Sugihara¹,

Entel²,

Meyer³

et al. 2000

Molecular Dynamics on Parallel Computers

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We have performed ab initio total energy calculations and molecular-dynamics simulations of dye molecules on NaCl(100) surfaces and in water. The flat dye molecule trimethine, [C 19 H 17 N 2 O 2 ] + , which forms sandwich-like structures, and the cyanine molecule monomethine, [C 21 H 23 N 2 ] + , which shows a typical stereochemical deformation due to two repulsive methyl groups, have been simulated. The molecular-dynamics simulations are able to reproduce the experimentally observed configuration of the charged molecules. The behavior of trimethine, [C 7 H 15 N 2 ] + , in water has also been simulated.

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Cycloadditionsreaktionen des tetrachlor-o-benzochinons mit fulvenen

Cited by 28 publications

References 47 publications

An overview of the cycloaddition chemistry of fulvenes and emerging applications

An overview of the cycloaddition chemistry of fulvenes and emerging applications

Ab Initio Molecular-Dynamics Simulations of Adsorption of Dye Molecules at Surfaces

Ab Initio Molecular Dynamics Simulations of Dye Molecules on Surfaces

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