Electronically Mismatched Cycloaddition Reactions via First-Row Transition Metal, Iron(III)–Polypyridyl Complex

Jung Ha Shin; Eun Young Seong; Hyeon Jin Mun; Yu Jeong Jang; Eun Joo Kang

doi:10.1021/acs.orglett.8b02541

Electronically Mismatched Cycloaddition Reactions via First-Row Transition Metal, Iron(III)–Polypyridyl Complex

Jung Ha Shin
, Eun Young Seong
, Hyeon Jin Mun
, Yu Jeong Jang
, Eun Joo Kang

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

40 Citations (Scopus)

Abstract

The iron(III)–polypyridyl complex and its derivatives showed sufficient oxidizing potential to act as a one-electron oxidant, producing radical cations from olefins and promoting the efficient radical cation [2 + 2] and [2 + 4] cycloaddition reactions. Subsequent chain propagation afforded trisubstituted cyclobutane or cyclohexene derivatives, and this facile route enables the replacement of rare metals with sustainable, green, and inexpensive iron in radical cation cycloadditions.

Original language	English
Pages (from-to)	5872-5876
Number of pages	5
Journal	Organic Letters
Volume	20
Issue number	18
DOIs	https://doi.org/10.1021/acs.orglett.8b02541
Publication status	Published - 21 Sept 2018

Bibliographical note

Publisher Copyright:
Copyright © 2018 American Chemical Society

Access to Document

10.1021/acs.orglett.8b02541

Cite this

@article{ffe63467d9b4464a926413c9af227d8d,

title = "Electronically Mismatched Cycloaddition Reactions via First-Row Transition Metal, Iron(III){\textendash}Polypyridyl Complex",

abstract = "The iron(III){\textendash}polypyridyl complex and its derivatives showed sufficient oxidizing potential to act as a one-electron oxidant, producing radical cations from olefins and promoting the efficient radical cation [2 + 2] and [2 + 4] cycloaddition reactions. Subsequent chain propagation afforded trisubstituted cyclobutane or cyclohexene derivatives, and this facile route enables the replacement of rare metals with sustainable, green, and inexpensive iron in radical cation cycloadditions.",

author = "Shin, \{Jung Ha\} and Seong, \{Eun Young\} and Mun, \{Hyeon Jin\} and Jang, \{Yu Jeong\} and Kang, \{Eun Joo\}",

note = "Publisher Copyright: Copyright {\textcopyright} 2018 American Chemical Society",

year = "2018",

month = sep,

day = "21",

doi = "10.1021/acs.orglett.8b02541",

language = "English",

volume = "20",

pages = "5872--5876",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "18",

}

TY - JOUR

T1 - Electronically Mismatched Cycloaddition Reactions via First-Row Transition Metal, Iron(III)–Polypyridyl Complex

AU - Shin, Jung Ha

AU - Seong, Eun Young

AU - Mun, Hyeon Jin

AU - Jang, Yu Jeong

AU - Kang, Eun Joo

PY - 2018/9/21

Y1 - 2018/9/21

N2 - The iron(III)–polypyridyl complex and its derivatives showed sufficient oxidizing potential to act as a one-electron oxidant, producing radical cations from olefins and promoting the efficient radical cation [2 + 2] and [2 + 4] cycloaddition reactions. Subsequent chain propagation afforded trisubstituted cyclobutane or cyclohexene derivatives, and this facile route enables the replacement of rare metals with sustainable, green, and inexpensive iron in radical cation cycloadditions.

AB - The iron(III)–polypyridyl complex and its derivatives showed sufficient oxidizing potential to act as a one-electron oxidant, producing radical cations from olefins and promoting the efficient radical cation [2 + 2] and [2 + 4] cycloaddition reactions. Subsequent chain propagation afforded trisubstituted cyclobutane or cyclohexene derivatives, and this facile route enables the replacement of rare metals with sustainable, green, and inexpensive iron in radical cation cycloadditions.

UR - https://www.scopus.com/pages/publications/85053505669

U2 - 10.1021/acs.orglett.8b02541

DO - 10.1021/acs.orglett.8b02541

M3 - Letter

C2 - 30207730

AN - SCOPUS:85053505669

SN - 1523-7060

VL - 20

SP - 5872

EP - 5876

JO - Organic Letters

JF - Organic Letters

IS - 18

ER -

Electronically Mismatched Cycloaddition Reactions via First-Row Transition Metal, Iron(III)–Polypyridyl Complex

Abstract

Bibliographical note

Access to Document

Other files and links

Fingerprint

Cite this