Expedient, Directed Ir-Catalyzed Diborylation of (Hetero)Biaryls via a Tridentate Ligand

Paul Stehrer; Marko Hapke

doi:10.1002/cctc.202500915

Expedient, Directed Ir-Catalyzed Diborylation of (Hetero)Biaryls via a Tridentate Ligand

Paul Stehrer
, Marko Hapke^*

^*Corresponding author for this work

Institute of Catalysis

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

Abstract

Abstract The expedient iridium-catalyzed diborylation of 2-aryl pyridines and isoquinolines with bis(pinacolato)diboron (B2pin2) is reported. Utilizing [Ir(OMe)(COD)]2 and a terpyridine derivate as tridentate ligand, which are rarely used for directed C─H borylation, the heterobiaryls were selectively diborylated in the 2,6-position of the carbocycle. The developed method shows exceptional high activity as well as regioselectivity with low catalyst loading.

Original language	English
Article number	e00915
Number of pages	6
Journal	ChemCatChem
Volume	17
Issue number	18
DOIs	https://doi.org/10.1002/cctc.202500915
Publication status	Published - 17 Jul 2025

Fields of science

104003 Inorganic chemistry
104 Chemistry
104015 Organic chemistry
104008 Catalysis

JKU Focus areas

Sustainable Development: Responsible Technologies and Management

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10.1002/cctc.202500915

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title = "Expedient, Directed Ir-Catalyzed Diborylation of (Hetero)Biaryls via a Tridentate Ligand",

abstract = "Abstract The expedient iridium-catalyzed diborylation of 2-aryl pyridines and isoquinolines with bis(pinacolato)diboron (B2pin2) is reported. Utilizing [Ir(OMe)(COD)]2 and a terpyridine derivate as tridentate ligand, which are rarely used for directed C─H borylation, the heterobiaryls were selectively diborylated in the 2,6-position of the carbocycle. The developed method shows exceptional high activity as well as regioselectivity with low catalyst loading.",

keywords = "C─H borylation, Directing group, Iridium, Ortho selectivity, Terpyridine",

author = "Paul Stehrer and Marko Hapke",

year = "2025",

month = jul,

day = "17",

doi = "10.1002/cctc.202500915",

language = "English",

volume = "17",

journal = "ChemCatChem",

issn = "1867-3880",

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T1 - Expedient, Directed Ir-Catalyzed Diborylation of (Hetero)Biaryls via a Tridentate Ligand

AU - Stehrer, Paul

AU - Hapke, Marko

PY - 2025/7/17

Y1 - 2025/7/17

N2 - Abstract The expedient iridium-catalyzed diborylation of 2-aryl pyridines and isoquinolines with bis(pinacolato)diboron (B2pin2) is reported. Utilizing [Ir(OMe)(COD)]2 and a terpyridine derivate as tridentate ligand, which are rarely used for directed C─H borylation, the heterobiaryls were selectively diborylated in the 2,6-position of the carbocycle. The developed method shows exceptional high activity as well as regioselectivity with low catalyst loading.

AB - Abstract The expedient iridium-catalyzed diborylation of 2-aryl pyridines and isoquinolines with bis(pinacolato)diboron (B2pin2) is reported. Utilizing [Ir(OMe)(COD)]2 and a terpyridine derivate as tridentate ligand, which are rarely used for directed C─H borylation, the heterobiaryls were selectively diborylated in the 2,6-position of the carbocycle. The developed method shows exceptional high activity as well as regioselectivity with low catalyst loading.

KW - C─H borylation

KW - Directing group

KW - Iridium

KW - Ortho selectivity

KW - Terpyridine

UR - https://www.scopus.com/pages/publications/105010848544

U2 - 10.1002/cctc.202500915

DO - 10.1002/cctc.202500915

M3 - Article

SN - 1867-3880

VL - 17

JO - ChemCatChem

JF - ChemCatChem

IS - 18

M1 - e00915

ER -

Expedient, Directed Ir-Catalyzed Diborylation of (Hetero)Biaryls via a Tridentate Ligand

Abstract

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