Medium-dependent regioselectivity of electrochemical bromination of methyl levulinate

Dmitry A. Pirgach; Raghavendra Meena; Guanna Li; Fedor M. Miloserdov; Daan S. van Es; Pieter C.A. Bruijnincx; Johannes H. Bitter

doi:10.1039/d5su00037h

Medium-dependent regioselectivity of electrochemical bromination of methyl levulinate

Dmitry A. Pirgach, Raghavendra Meena, Guanna Li, Fedor M. Miloserdov, Daan S. van Es, Pieter C.A. Bruijnincx, Johannes H. Bitter^*

^*Corresponding author for this work

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

Abstract

An electrochemical method for the bromination of renewable methyl levulinate using ammonium bromide is reported. Regioselectivity depended on the solvent used: the formation of 5-bromolevulinate was favored in methanol and 3-bromolevulinate in a MeCN : H₂O mixture. To explain the observed change, different bromination mechanisms were proposed.

Original language	English
Pages (from-to)	2198-2204
Number of pages	7
Journal	RSC Sustainability
Volume	3
Issue number	5
DOIs	https://doi.org/10.1039/d5su00037h
Publication status	Published - 7 Apr 2025

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title = "Medium-dependent regioselectivity of electrochemical bromination of methyl levulinate",

abstract = "An electrochemical method for the bromination of renewable methyl levulinate using ammonium bromide is reported. Regioselectivity depended on the solvent used: the formation of 5-bromolevulinate was favored in methanol and 3-bromolevulinate in a MeCN : H2O mixture. To explain the observed change, different bromination mechanisms were proposed.",

author = "Pirgach, \{Dmitry A.\} and Raghavendra Meena and Guanna Li and Miloserdov, \{Fedor M.\} and \{van Es\}, \{Daan S.\} and Bruijnincx, \{Pieter C.A.\} and Bitter, \{Johannes H.\}",

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AU - Pirgach, Dmitry A.

AU - Meena, Raghavendra

AU - Li, Guanna

AU - Miloserdov, Fedor M.

AU - van Es, Daan S.

AU - Bruijnincx, Pieter C.A.

AU - Bitter, Johannes H.

PY - 2025/4/7

Y1 - 2025/4/7

N2 - An electrochemical method for the bromination of renewable methyl levulinate using ammonium bromide is reported. Regioselectivity depended on the solvent used: the formation of 5-bromolevulinate was favored in methanol and 3-bromolevulinate in a MeCN : H2O mixture. To explain the observed change, different bromination mechanisms were proposed.

AB - An electrochemical method for the bromination of renewable methyl levulinate using ammonium bromide is reported. Regioselectivity depended on the solvent used: the formation of 5-bromolevulinate was favored in methanol and 3-bromolevulinate in a MeCN : H2O mixture. To explain the observed change, different bromination mechanisms were proposed.

U2 - 10.1039/d5su00037h

DO - 10.1039/d5su00037h

M3 - Article

AN - SCOPUS:105002785020

SN - 2753-8125

VL - 3

SP - 2198

EP - 2204

JO - RSC Sustainability

JF - RSC Sustainability

IS - 5

ER -

Medium-dependent regioselectivity of electrochemical bromination of methyl levulinate

Abstract

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