A Study of Palladium Catalyzed Intra/Intermolecular Cascade Cross Coupling/Cyclizations Involving Bicyclopropylidene

Demircan, Aydın

doi:10.3390/molecules19056058

Cited by 3 publications

(1 citation statement)

References 38 publications

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“…A number of examples implied the 5-exo cyclocarbopalladation. 5,[25][26][27][28][29] Werz et al have developed an elegant intramolecular domino approach to dibenzopentafulvalenes of type 54 with yields ranging from 39-91% by quadruple cyclocarbopalladations: 5-exo-dig/7-exo-dig/5-exo-dig/5-exo-trig (Scheme 15). 30…”

Section: -Exo Cyclocarbopalladation Followed By Reductive Eliminatiomentioning

confidence: 99%

Cyclocarbopalladation as a Key Step in Cascade Reactions: Recent Developments

et al. 2017

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Cascade reactions are step-economical processes for the synthesis of complex molecules as they allow, in one step, the formation of multiple bonds. Over the last two decades cyclocarbopalladation has emerged as a powerful key step when integrated into these sequences and has allowed unprecedented valuable polycyclic scaffolds to be obtained. This review is focused on recent developments in this field including original cascade sequences, novel activation modes (C-H activation for instance) and unprecedented families of substrates. 1 Introduction 2 Formation of Carbocycles 2.1 4-exo Cyclocarbopalladation 2.2 5-exo Cyclocarbopalladation 2.3 5-endo Cyclocarbopalladation 2.4 Cyclocarbopalladation with Formation of Six-Membered Carbocycles 2.5 Cyclocarbopalladation with Formation of Seven-Membered Carbocycles 3 Formation of Heterocycles 3.1 Formation of Nitrogen Heterocycles 3.2 Formation of Oxygen Heterocycles 3.3 Formation of Sulfur Heterocycles 3.4 Formation of Silicon-Containing Heterocycles 4 Conclusion

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Section: -Exo Cyclocarbopalladation Followed By Reductive Eliminatiomentioning

confidence: 99%

Cyclocarbopalladation as a Key Step in Cascade Reactions: Recent Developments

et al. 2017

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Synthesis of Dendralenes

2016

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Syntheses, Structural Characterization, and Kinetic Investigations of Metalla[3]triangulanes: Isoelectronic Nickel(0) and Copper(I) Complexes with Bicyclopropylidene (bcp) and Dicyclopropylacetylene (dcpa) as Ligands

et al. 2021

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The kinetics of the reactions between [Ni(bipy)(COD)] and bicyclopropylidene (bcp), dicyclopropylacetylene (dcpa) and 1,4-dimethoxy-2-butyne (dmbu) were investigated using stopped-flow techniques. Similar to previous studies the results support an associative mechanism (activation parameters for bcp: ΔH # = 46 � 2 kJ • mol À 1 and ΔS # = À 69 � 8 J • mol À 1 • K À 1) and therefore allowed to postulate a more general reaction mechanism for the reaction pathway. The products, the nickel(0) complexes [Ni(bipy)(bcp)] and [Ni(bipy)(dcpa)], could be structurally characterized and the molecular structures are presented. In addition, the corresponding copper(I) complexes [Cu(bipy)(bcp)]PF 6 and [Cu(bipy)(dcpa)]PF 6 were also structurally characterized and their reactivity towards dioxygen was investigated. A detailed discussion of the structural properties and comparisons to similar literature-known olefinic complexes with transition metals are presented.

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A Study of Palladium Catalyzed Intra/Intermolecular Cascade Cross Coupling/Cyclizations Involving Bicyclopropylidene

Cited by 3 publications

References 38 publications

Cyclocarbopalladation as a Key Step in Cascade Reactions: Recent Developments

Cyclocarbopalladation as a Key Step in Cascade Reactions: Recent Developments

Synthesis of Dendralenes

Syntheses, Structural Characterization, and Kinetic Investigations of Metalla[3]triangulanes: Isoelectronic Nickel(0) and Copper(I) Complexes with Bicyclopropylidene (bcp) and Dicyclopropylacetylene (dcpa) as Ligands

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