Fluorination of fluoro-cyclobutene with high-valency metal fluoride

Junji Mizukado; Yasuhisa Matsukawa; Heng Dao Quan; Masanori Tamura; Akira Sekiya

doi:10.1016/j.jfluchem.2005.10.007

Fluorination of fluoro-cyclobutene with high-valency metal fluoride

Junji Mizukado^*, Yasuhisa Matsukawa, Heng Dao Quan, Masanori Tamura, Akira Sekiya

^*Corresponding author for this work

National Institute of Advanced Industrial Science and Technology

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

9 Citations (Scopus)

Abstract

Fluorinations of 1,4,4-trifluorocyclobutene and 3,3,4,4- tetrafluorocyclobutene using high-valency metal fluorides such as CoF ₃, MnF₃, AgF₂, CeF₄ and KCoF ₄, and elemental fluorine were examined. In these reactions with CoF₃ and MnF₃, vic-difluorination proceeded mainly. While, 1,4,4-trifluorocyclobutene yielded 3,3,4,4-tetrafluorocyclobutene, and 3,3,4,4-tetrafluorocyclobutene yielded 1,3,3,4,4-pentafluorocyclobutene mainly in the case of AgF₂. The further fluorinated products were increased under severer conditions. Also, the plausible reaction mechanism was suggested.

Original language	English
Pages (from-to)	79-84
Number of pages	6
Journal	Journal of Fluorine Chemistry
Volume	127
Issue number	1
DOIs	https://doi.org/10.1016/j.jfluchem.2005.10.007
Publication status	Published - Jan 2006
Externally published	Yes

Keywords

Fluorination
Fluoro-cyclobutene
High-valency metal fluoride
vic-Difluorination

Access to Document

10.1016/j.jfluchem.2005.10.007

Cite this

Mizukado, J., Matsukawa, Y., Quan, H. D., Tamura, M., & Sekiya, A. (2006). Fluorination of fluoro-cyclobutene with high-valency metal fluoride. Journal of Fluorine Chemistry, 127(1), 79-84. https://doi.org/10.1016/j.jfluchem.2005.10.007

@article{b1c78057cd7b42ac84c5c32b8ca3c17b,

title = "Fluorination of fluoro-cyclobutene with high-valency metal fluoride",

abstract = "Fluorinations of 1,4,4-trifluorocyclobutene and 3,3,4,4- tetrafluorocyclobutene using high-valency metal fluorides such as CoF 3, MnF3, AgF2, CeF4 and KCoF 4, and elemental fluorine were examined. In these reactions with CoF3 and MnF3, vic-difluorination proceeded mainly. While, 1,4,4-trifluorocyclobutene yielded 3,3,4,4-tetrafluorocyclobutene, and 3,3,4,4-tetrafluorocyclobutene yielded 1,3,3,4,4-pentafluorocyclobutene mainly in the case of AgF2. The further fluorinated products were increased under severer conditions. Also, the plausible reaction mechanism was suggested.",

keywords = "Fluorination, Fluoro-cyclobutene, High-valency metal fluoride, vic-Difluorination",

author = "Junji Mizukado and Yasuhisa Matsukawa and Quan, {Heng Dao} and Masanori Tamura and Akira Sekiya",

year = "2006",

month = jan,

doi = "10.1016/j.jfluchem.2005.10.007",

language = "English",

volume = "127",

pages = "79--84",

journal = "Journal of Fluorine Chemistry",

issn = "0022-1139",

publisher = "Elsevier B.V.",

number = "1",

}

TY - JOUR

T1 - Fluorination of fluoro-cyclobutene with high-valency metal fluoride

AU - Mizukado, Junji

AU - Matsukawa, Yasuhisa

AU - Quan, Heng Dao

AU - Tamura, Masanori

AU - Sekiya, Akira

PY - 2006/1

Y1 - 2006/1

N2 - Fluorinations of 1,4,4-trifluorocyclobutene and 3,3,4,4- tetrafluorocyclobutene using high-valency metal fluorides such as CoF 3, MnF3, AgF2, CeF4 and KCoF 4, and elemental fluorine were examined. In these reactions with CoF3 and MnF3, vic-difluorination proceeded mainly. While, 1,4,4-trifluorocyclobutene yielded 3,3,4,4-tetrafluorocyclobutene, and 3,3,4,4-tetrafluorocyclobutene yielded 1,3,3,4,4-pentafluorocyclobutene mainly in the case of AgF2. The further fluorinated products were increased under severer conditions. Also, the plausible reaction mechanism was suggested.

AB - Fluorinations of 1,4,4-trifluorocyclobutene and 3,3,4,4- tetrafluorocyclobutene using high-valency metal fluorides such as CoF 3, MnF3, AgF2, CeF4 and KCoF 4, and elemental fluorine were examined. In these reactions with CoF3 and MnF3, vic-difluorination proceeded mainly. While, 1,4,4-trifluorocyclobutene yielded 3,3,4,4-tetrafluorocyclobutene, and 3,3,4,4-tetrafluorocyclobutene yielded 1,3,3,4,4-pentafluorocyclobutene mainly in the case of AgF2. The further fluorinated products were increased under severer conditions. Also, the plausible reaction mechanism was suggested.

KW - Fluorination

KW - Fluoro-cyclobutene

KW - High-valency metal fluoride

KW - vic-Difluorination

UR - http://www.scopus.com/inward/record.url?scp=29144458349&partnerID=8YFLogxK

U2 - 10.1016/j.jfluchem.2005.10.007

DO - 10.1016/j.jfluchem.2005.10.007

M3 - Article

AN - SCOPUS:29144458349

SN - 0022-1139

VL - 127

SP - 79

EP - 84

JO - Journal of Fluorine Chemistry

JF - Journal of Fluorine Chemistry

IS - 1

ER -

Fluorination of fluoro-cyclobutene with high-valency metal fluoride

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this