Silver-Mediated Allylation of Aryl Alkenes to Synthesize 1,4-Dienes

Dantong Wang; Jiawen Wu; Wenqian Du; Fen Zhao; Zhonghua Xia

doi:10.1002/asia.202401228

Silver-Mediated Allylation of Aryl Alkenes to Synthesize 1,4-Dienes

Dantong Wang
, Jiawen Wu
, Wenqian Du
, Fen Zhao^*
, Zhonghua Xia^*

^*Corresponding author for this work

School of Material Science and Engineering

Research output: Contribution to journal › Article › peer-review

Abstract

An efficient silver-mediated allylation of aryl alkenes is described, which provides a variety of skipped 1,4-dienes. Without the need for other traditional transition metals or gold, this AgOTf-mediated allylation proceeds smoothly with high regio- and stereoselectivity. Mechanistic and computational studies suggest that this silver-mediated allylation takes place via a Friedel−Crafts-type pathway of aryl alkenes to the silver-activated allyl acetates.

Original language	English
Article number	e202401228
Journal	Chemistry - An Asian Journal
Volume	20
Issue number	2
DOIs	https://doi.org/10.1002/asia.202401228
Publication status	Published - 17 Jan 2025

Keywords

1,4-Dienes
Allylation
DFT
Silver

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10.1002/asia.202401228

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@article{3bac9a7194074f92b4eea0935295ea07,

title = "Silver-Mediated Allylation of Aryl Alkenes to Synthesize 1,4-Dienes",

abstract = "An efficient silver-mediated allylation of aryl alkenes is described, which provides a variety of skipped 1,4-dienes. Without the need for other traditional transition metals or gold, this AgOTf-mediated allylation proceeds smoothly with high regio- and stereoselectivity. Mechanistic and computational studies suggest that this silver-mediated allylation takes place via a Friedel−Crafts-type pathway of aryl alkenes to the silver-activated allyl acetates.",

keywords = "1,4-Dienes, Allylation, DFT, Silver",

author = "Dantong Wang and Jiawen Wu and Wenqian Du and Fen Zhao and Zhonghua Xia",

note = "Publisher Copyright: {\textcopyright} 2024 Wiley-VCH GmbH.",

year = "2025",

month = jan,

day = "17",

doi = "10.1002/asia.202401228",

language = "English",

volume = "20",

journal = "Chemistry - An Asian Journal",

issn = "1861-4728",

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T1 - Silver-Mediated Allylation of Aryl Alkenes to Synthesize 1,4-Dienes

AU - Wang, Dantong

AU - Wu, Jiawen

AU - Du, Wenqian

AU - Zhao, Fen

AU - Xia, Zhonghua

PY - 2025/1/17

Y1 - 2025/1/17

N2 - An efficient silver-mediated allylation of aryl alkenes is described, which provides a variety of skipped 1,4-dienes. Without the need for other traditional transition metals or gold, this AgOTf-mediated allylation proceeds smoothly with high regio- and stereoselectivity. Mechanistic and computational studies suggest that this silver-mediated allylation takes place via a Friedel−Crafts-type pathway of aryl alkenes to the silver-activated allyl acetates.

AB - An efficient silver-mediated allylation of aryl alkenes is described, which provides a variety of skipped 1,4-dienes. Without the need for other traditional transition metals or gold, this AgOTf-mediated allylation proceeds smoothly with high regio- and stereoselectivity. Mechanistic and computational studies suggest that this silver-mediated allylation takes place via a Friedel−Crafts-type pathway of aryl alkenes to the silver-activated allyl acetates.

KW - 1,4-Dienes

KW - Allylation

KW - DFT

KW - Silver

UR - https://www.scopus.com/pages/publications/85210740332

U2 - 10.1002/asia.202401228

DO - 10.1002/asia.202401228

M3 - Article

AN - SCOPUS:85210740332

SN - 1861-4728

VL - 20

JO - Chemistry - An Asian Journal

JF - Chemistry - An Asian Journal

IS - 2

M1 - e202401228

ER -

Silver-Mediated Allylation of Aryl Alkenes to Synthesize 1,4-Dienes

Abstract

Keywords

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