1,3-Carboboration of iodonium ylides

Theodore A. Gazis; Bayan A.J. Mohajeri Thaker; Darren Willcox; Darren M.C. Ould; Jan Wenz; Jeremy M. Rawson; Michael S. Hill; Thomas Wirth; Rebecca L. Melen

doi:10.1039/c9cc08749d

1,3-Carboboration of iodonium ylides

Theodore A. Gazis, Bayan A.J. Mohajeri Thaker, Darren Willcox, Darren M.C. Ould, Jan Wenz, Jeremy M. Rawson, Michael S. Hill, Thomas Wirth, Rebecca L. Melen

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

5 Citations (SciVal)

Abstract

Herein, we disclose the utilisation of iodonium ylides to access a range of boron dienolates. Heating of acyclic iodonium ylides in the presence of different aryl boranes leads to the formation of rare 1,3-carboboration products. This methodology could not be expanded to cyclic iodonium ylides which instead formed a Lewis acid-base adduct. Products proved to be remarkably stable under a wide range of conditions allowing for their long term storage.

Original language	English
Pages (from-to)	3345-3348
Number of pages	4
Journal	Chemical Communications
Volume	56
Issue number	22
Early online date	14 Feb 2020
DOIs	https://doi.org/10.1039/c9cc08749d
Publication status	Published - 18 Mar 2020

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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abstract = "Herein, we disclose the utilisation of iodonium ylides to access a range of boron dienolates. Heating of acyclic iodonium ylides in the presence of different aryl boranes leads to the formation of rare 1,3-carboboration products. This methodology could not be expanded to cyclic iodonium ylides which instead formed a Lewis acid-base adduct. Products proved to be remarkably stable under a wide range of conditions allowing for their long term storage.",

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T1 - 1,3-Carboboration of iodonium ylides

AU - Gazis, Theodore A.

AU - Mohajeri Thaker, Bayan A.J.

AU - Willcox, Darren

AU - Ould, Darren M.C.

AU - Wenz, Jan

AU - Rawson, Jeremy M.

AU - Hill, Michael S.

AU - Wirth, Thomas

AU - Melen, Rebecca L.

PY - 2020/3/18

Y1 - 2020/3/18

N2 - Herein, we disclose the utilisation of iodonium ylides to access a range of boron dienolates. Heating of acyclic iodonium ylides in the presence of different aryl boranes leads to the formation of rare 1,3-carboboration products. This methodology could not be expanded to cyclic iodonium ylides which instead formed a Lewis acid-base adduct. Products proved to be remarkably stable under a wide range of conditions allowing for their long term storage.

AB - Herein, we disclose the utilisation of iodonium ylides to access a range of boron dienolates. Heating of acyclic iodonium ylides in the presence of different aryl boranes leads to the formation of rare 1,3-carboboration products. This methodology could not be expanded to cyclic iodonium ylides which instead formed a Lewis acid-base adduct. Products proved to be remarkably stable under a wide range of conditions allowing for their long term storage.

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U2 - 10.1039/c9cc08749d

DO - 10.1039/c9cc08749d

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AN - SCOPUS:85082094267

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EP - 3348

JO - Chemical communications (Cambridge, England)

JF - Chemical communications (Cambridge, England)

SN - 1359-7345

IS - 22

ER -

1,3-Carboboration of iodonium ylides

Abstract

ASJC Scopus subject areas

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