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Why [2 + 2]-cycloaddition reactions between isocyanates and imines do not occur in Pd-activation conditions? / Novikov, Alexander S.

In: Inorganica Chimica Acta, Vol. 510, 119758, 24.09.2020.

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@article{4a6f3c0bd49e4ee0bc24db5556226e0f,
title = "Why [2 + 2]-cycloaddition reactions between isocyanates and imines do not occur in Pd-activation conditions?",
abstract = "Over the course of the spontaneous decomposition of Pd-bound oxadiazoline N-heterocyclic carbenes, the reaction system includes four types of species (free and coordinated isocyanates, free and coordinated imines) and can be assumed the possibility of the formation of various types of four-membered heterocycles via [2 + 2]-cycloaddition. However, has not been detected the formation of any such structures. This theoretical study focuses on the reasons why in Pd-activation conditions isocyanates and imines do not react with each other.",
keywords = "Aza-β-lactams, Cycloaddition, DFT, Imines, Isocyanates, 1,3-DIPOLAR CYCLOADDITIONS, KETENES, ACID, MECHANISM, NITRONES, STEREOCONTROL, AB-INITIO, REACTIVITY, INPLANE AROMATICITY, AZA-BETA-LACTAMS",
author = "Novikov, {Alexander S.}",
year = "2020",
month = sep,
day = "24",
doi = "10.1016/j.ica.2020.119758",
language = "English",
volume = "510",
journal = "Inorganica Chimica Acta",
issn = "0020-1693",
publisher = "Elsevier",

}

RIS

TY - JOUR

T1 - Why [2 + 2]-cycloaddition reactions between isocyanates and imines do not occur in Pd-activation conditions?

AU - Novikov, Alexander S.

PY - 2020/9/24

Y1 - 2020/9/24

N2 - Over the course of the spontaneous decomposition of Pd-bound oxadiazoline N-heterocyclic carbenes, the reaction system includes four types of species (free and coordinated isocyanates, free and coordinated imines) and can be assumed the possibility of the formation of various types of four-membered heterocycles via [2 + 2]-cycloaddition. However, has not been detected the formation of any such structures. This theoretical study focuses on the reasons why in Pd-activation conditions isocyanates and imines do not react with each other.

AB - Over the course of the spontaneous decomposition of Pd-bound oxadiazoline N-heterocyclic carbenes, the reaction system includes four types of species (free and coordinated isocyanates, free and coordinated imines) and can be assumed the possibility of the formation of various types of four-membered heterocycles via [2 + 2]-cycloaddition. However, has not been detected the formation of any such structures. This theoretical study focuses on the reasons why in Pd-activation conditions isocyanates and imines do not react with each other.

KW - Aza-β-lactams

KW - Cycloaddition

KW - DFT

KW - Imines

KW - Isocyanates

KW - 1,3-DIPOLAR CYCLOADDITIONS

KW - KETENES

KW - ACID

KW - MECHANISM

KW - NITRONES

KW - STEREOCONTROL

KW - AB-INITIO

KW - REACTIVITY

KW - INPLANE AROMATICITY

KW - AZA-BETA-LACTAMS

UR - http://www.scopus.com/inward/record.url?scp=85085291712&partnerID=8YFLogxK

U2 - 10.1016/j.ica.2020.119758

DO - 10.1016/j.ica.2020.119758

M3 - Article

AN - SCOPUS:85085291712

VL - 510

JO - Inorganica Chimica Acta

JF - Inorganica Chimica Acta

SN - 0020-1693

M1 - 119758

ER -

ID: 60213941