Iridium-catalyzed borylation of pyrene: Irreversibility and the influence of ligand on selectivity

Lei Ji; Katharina Fucke; Shubhankar Kumar Bose; Todd B. Marder

doi:10.1021/jo5024014

Iridium-catalyzed borylation of pyrene: Irreversibility and the influence of ligand on selectivity

Lei Ji
, Katharina Fucke
, Shubhankar Kumar Bose
, Todd B. Marder

School of Pharmacy

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

47 Citations (Scopus)

Abstract

The iridium-catalyzed borylation of pyrene, using 4,4'-dimethyl-2,2'-bipyridine as the ligand, in the presence of t-BuOK, gave a mixture of 2,4,7,9-tetrakis(Bpin)pyrene (c4) and its 2,4,7,10-isomer (m4) in a 2.2:1 ratio, and the selectivity of the Ir-catalyzed borylation of pyrene is kinetically determined and can be influenced to some extent by the nature of the ligand.

Original language	English
Pages (from-to)	661-665
Journal	Journal of Organic Chemistry
Volume	80
Issue number	1
DOIs	https://doi.org/10.1021/jo5024014
Publication status	Published - 02 Dec 2014

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title = "Iridium-catalyzed borylation of pyrene: Irreversibility and the influence of ligand on selectivity",

abstract = "The iridium-catalyzed borylation of pyrene, using 4,4'-dimethyl-2,2'-bipyridine as the ligand, in the presence of t-BuOK, gave a mixture of 2,4,7,9-tetrakis(Bpin)pyrene (c4) and its 2,4,7,10-isomer (m4) in a 2.2:1 ratio, and the selectivity of the Ir-catalyzed borylation of pyrene is kinetically determined and can be influenced to some extent by the nature of the ligand.",

author = "Lei Ji and Katharina Fucke and Bose, \{Shubhankar Kumar\} and Marder, \{Todd B.\}",

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AU - Ji, Lei

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AU - Bose, Shubhankar Kumar

AU - Marder, Todd B.

PY - 2014/12/2

Y1 - 2014/12/2

N2 - The iridium-catalyzed borylation of pyrene, using 4,4'-dimethyl-2,2'-bipyridine as the ligand, in the presence of t-BuOK, gave a mixture of 2,4,7,9-tetrakis(Bpin)pyrene (c4) and its 2,4,7,10-isomer (m4) in a 2.2:1 ratio, and the selectivity of the Ir-catalyzed borylation of pyrene is kinetically determined and can be influenced to some extent by the nature of the ligand.

AB - The iridium-catalyzed borylation of pyrene, using 4,4'-dimethyl-2,2'-bipyridine as the ligand, in the presence of t-BuOK, gave a mixture of 2,4,7,9-tetrakis(Bpin)pyrene (c4) and its 2,4,7,10-isomer (m4) in a 2.2:1 ratio, and the selectivity of the Ir-catalyzed borylation of pyrene is kinetically determined and can be influenced to some extent by the nature of the ligand.

U2 - 10.1021/jo5024014

DO - 10.1021/jo5024014

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EP - 665

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JF - Journal of Organic Chemistry

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Iridium-catalyzed borylation of pyrene: Irreversibility and the influence of ligand on selectivity

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