Higher-Order Cycloaddition Reactions for the Construction of Polycyclic Aromatic and Polycyclic Heteroaromatic Compounds

René S Bitsch; Nicolaj Inunnguaq Jessen; Karl Anker Jørgensen

doi:10.1002/chem.202204008

Higher-Order Cycloaddition Reactions for the Construction of Polycyclic Aromatic and Polycyclic Heteroaromatic Compounds

René S Bitsch, Nicolaj Inunnguaq Jessen, Karl Anker Jørgensen^*

^*Corresponding author af dette arbejde

Institut for Kemi

Publikation: Bidrag til tidsskrift/Konferencebidrag i tidsskrift /Bidrag til avis › Tidsskriftartikel › Forskning › peer review

Abstract

Cycloadditions are an important class of reactions in materials science for the construction of polycyclic aromatic and polycyclic heteroaromatic compounds. Recently, cycloadditions have been expanded beyond the “classical” group of cycloadditions involving six π-electrons, and it is now possible to control cycloadditions for an extended number of π-electrons by applying organocatalysis. This novel field of cycloadditions–termed higher-order cycloadditions–allows new synthetic methodologies to construct polycyclic carbo- and heteroaromatic compounds in two or three dimensions. This concept presents higher-order cycloadditions as a method for accessing two- and three-dimensional azulenes and cyclazines, as well as three dimensional indenes, as polycyclic aromatic and polycyclic heteroaromatic compounds.

Originalsprog	Engelsk
Artikelnummer	e202204008
Tidsskrift	Chemistry - A European Journal
Vol/bind	29
Nummer	12
Antal sider	7
ISSN	0947-6539
DOI	https://doi.org/10.1002/chem.202204008
Status	Udgivet - feb. 2023

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10.1002/chem.202204008Licens: CC BY

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abstract = "Cycloadditions are an important class of reactions in materials science for the construction of polycyclic aromatic and polycyclic heteroaromatic compounds. Recently, cycloadditions have been expanded beyond the {"}classical{"} group of cycloadditions involving six π-electrons, and it is now possible to control cycloadditions for an extended number of π-electrons by applying organocatalysis. This novel field of cycloadditions-termed higher-order cycloadditions-allows new synthetic methodologies to construct polycyclic carbo- and heteroaromatic compounds in two or three dimensions. This concept presents higher-order cycloadditions as a method for accessing two- and three-dimensional azulenes and cyclazines, as well as three dimensional indenes, as polycyclic aromatic and polycyclic heteroaromatic compounds.",

keywords = "higher-order cycloadditions, organocatalysis, polycyclic aromatic compounds, polycyclic hetero aromatic compounds",

author = "Bitsch, {Ren{\'e} S} and Jessen, {Nicolaj Inunnguaq} and J{\o}rgensen, {Karl Anker}",

note = "{\textcopyright} 2023 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH.",

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month = feb,

doi = "10.1002/chem.202204008",

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Higher-Order Cycloaddition Reactions for the Construction of Polycyclic Aromatic and Polycyclic Heteroaromatic Compounds. / Bitsch, René S; Jessen, Nicolaj Inunnguaq; Jørgensen, Karl Anker.
I: Chemistry - A European Journal, Bind 29, Nr. 12, e202204008, 02.2023.

Publikation: Bidrag til tidsskrift/Konferencebidrag i tidsskrift /Bidrag til avis › Tidsskriftartikel › Forskning › peer review

TY - JOUR

T1 - Higher-Order Cycloaddition Reactions for the Construction of Polycyclic Aromatic and Polycyclic Heteroaromatic Compounds

AU - Bitsch, René S

AU - Jessen, Nicolaj Inunnguaq

AU - Jørgensen, Karl Anker

PY - 2023/2

Y1 - 2023/2

N2 - Cycloadditions are an important class of reactions in materials science for the construction of polycyclic aromatic and polycyclic heteroaromatic compounds. Recently, cycloadditions have been expanded beyond the "classical" group of cycloadditions involving six π-electrons, and it is now possible to control cycloadditions for an extended number of π-electrons by applying organocatalysis. This novel field of cycloadditions-termed higher-order cycloadditions-allows new synthetic methodologies to construct polycyclic carbo- and heteroaromatic compounds in two or three dimensions. This concept presents higher-order cycloadditions as a method for accessing two- and three-dimensional azulenes and cyclazines, as well as three dimensional indenes, as polycyclic aromatic and polycyclic heteroaromatic compounds.

AB - Cycloadditions are an important class of reactions in materials science for the construction of polycyclic aromatic and polycyclic heteroaromatic compounds. Recently, cycloadditions have been expanded beyond the "classical" group of cycloadditions involving six π-electrons, and it is now possible to control cycloadditions for an extended number of π-electrons by applying organocatalysis. This novel field of cycloadditions-termed higher-order cycloadditions-allows new synthetic methodologies to construct polycyclic carbo- and heteroaromatic compounds in two or three dimensions. This concept presents higher-order cycloadditions as a method for accessing two- and three-dimensional azulenes and cyclazines, as well as three dimensional indenes, as polycyclic aromatic and polycyclic heteroaromatic compounds.

KW - higher-order cycloadditions

KW - organocatalysis

KW - polycyclic aromatic compounds

KW - polycyclic hetero aromatic compounds

U2 - 10.1002/chem.202204008

DO - 10.1002/chem.202204008

M3 - Journal article

C2 - 36592117

SN - 0947-6539

VL - 29

JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

IS - 12

M1 - e202204008

ER -

Higher-Order Cycloaddition Reactions for the Construction of Polycyclic Aromatic and Polycyclic Heteroaromatic Compounds

Abstract

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