Selective Mono- and Diamination of 2,6-Dibromopyridine for the Synthesis of Diaminated Proligands

Alexander S. Underwood; Mark A. Botrous; Nate T. Lobb; Emmett M. Neal; Charlotte A. Richter; Mathieu A. Sleiman; Adrian B. Frye; Matthew Roberts; Clifford W. Padgett; Gary L. Guillet

doi:10.1021/acsomega.5c04396

Selective Mono- and Diamination of 2,6-Dibromopyridine for the Synthesis of Diaminated Proligands

Alexander S. Underwood
, Mark A. Botrous
, Nate T. Lobb
, Emmett M. Neal
, Charlotte A. Richter
, Mathieu A. Sleiman
, Adrian B. Frye
, Matthew Roberts
, Clifford W. Padgett
, Gary L. Guillet

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

Abstract

Selective mono- or diaminations of 2,6-dibromopyridine were performed using microwave irradiation with water as solvent in 2–2.5 h. The only significant difference between the syntheses was the inclusion of K₂CO₃as base and CuI/DMPAO catalyst for the diaminations. The mono- and diaminations had approximately 7 and 2 g isolated yields, respectively. The monoaminated bromopyridines were attached to a TREN scaffolding molecule yielding novel ligands to support extended metal atom chain complexes.

Original language	English
Pages (from-to)	36321-36327
Number of pages	7
Journal	ACS Omega
Volume	10
Issue number	32
DOIs	https://doi.org/10.1021/acsomega.5c04396
State	Published - Aug 19 2025
Externally published	Yes

Scopus Subject Areas

General Chemistry
General Chemical Engineering

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title = "Selective Mono- and Diamination of 2,6-Dibromopyridine for the Synthesis of Diaminated Proligands",

abstract = "Selective mono- or diaminations of 2,6-dibromopyridine were performed using microwave irradiation with water as solvent in 2–2.5 h. The only significant difference between the syntheses was the inclusion of K2CO3as base and CuI/DMPAO catalyst for the diaminations. The mono- and diaminations had approximately 7 and 2 g isolated yields, respectively. The monoaminated bromopyridines were attached to a TREN scaffolding molecule yielding novel ligands to support extended metal atom chain complexes.",

author = "Underwood, \{Alexander S.\} and Botrous, \{Mark A.\} and Lobb, \{Nate T.\} and Neal, \{Emmett M.\} and Richter, \{Charlotte A.\} and Sleiman, \{Mathieu A.\} and Frye, \{Adrian B.\} and Matthew Roberts and Padgett, \{Clifford W.\} and Guillet, \{Gary L.\}",

note = "Publisher Copyright: {\textcopyright} 2025 The Authors. Published by American Chemical Society",

year = "2025",

month = aug,

day = "19",

doi = "10.1021/acsomega.5c04396",

language = "English",

volume = "10",

pages = "36321--36327",

journal = "ACS Omega",

issn = "2470-1343",

publisher = "American Chemical Society",

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TY - JOUR

T1 - Selective Mono- and Diamination of 2,6-Dibromopyridine for the Synthesis of Diaminated Proligands

AU - Underwood, Alexander S.

AU - Botrous, Mark A.

AU - Lobb, Nate T.

AU - Neal, Emmett M.

AU - Richter, Charlotte A.

AU - Sleiman, Mathieu A.

AU - Frye, Adrian B.

AU - Roberts, Matthew

AU - Padgett, Clifford W.

AU - Guillet, Gary L.

PY - 2025/8/19

Y1 - 2025/8/19

N2 - Selective mono- or diaminations of 2,6-dibromopyridine were performed using microwave irradiation with water as solvent in 2–2.5 h. The only significant difference between the syntheses was the inclusion of K2CO3as base and CuI/DMPAO catalyst for the diaminations. The mono- and diaminations had approximately 7 and 2 g isolated yields, respectively. The monoaminated bromopyridines were attached to a TREN scaffolding molecule yielding novel ligands to support extended metal atom chain complexes.

AB - Selective mono- or diaminations of 2,6-dibromopyridine were performed using microwave irradiation with water as solvent in 2–2.5 h. The only significant difference between the syntheses was the inclusion of K2CO3as base and CuI/DMPAO catalyst for the diaminations. The mono- and diaminations had approximately 7 and 2 g isolated yields, respectively. The monoaminated bromopyridines were attached to a TREN scaffolding molecule yielding novel ligands to support extended metal atom chain complexes.

UR - https://www.scopus.com/pages/publications/105024413067

U2 - 10.1021/acsomega.5c04396

DO - 10.1021/acsomega.5c04396

M3 - Article

AN - SCOPUS:105024413067

SN - 2470-1343

VL - 10

SP - 36321

EP - 36327

JO - ACS Omega

JF - ACS Omega

IS - 32

ER -

Selective Mono- and Diamination of 2,6-Dibromopyridine for the Synthesis of Diaminated Proligands

Abstract

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