Tricarbonyl rhenium(i) tetrazolato and N-heterocyclic carbene complexes: Versatile visible-light-mediated photoredox catalysts

Thomas P. Nicholls; Liam K. Burt; Peter V. Simpson; Massimiliano Massi; Alex C. Bissember

doi:10.1039/c9dt02533b

Tricarbonyl rhenium(i) tetrazolato and N-heterocyclic carbene complexes: Versatile visible-light-mediated photoredox catalysts

Thomas P. Nicholls, Liam K. Burt, Peter V. Simpson, Massimiliano Massi, Alex C. Bissember

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

33 Citations (Scopus)

Abstract

We have investigated the capacity of a range of structurally-diverse, photoactive rhenium(i) tricarbonyl complexes featuring either tetrazolato or N-heterocyclic carbene (NHC) ligands to facilitate fundamental classes of visible-light-mediated photoredox-catalysed reactions. In this study, we demonstrate that these systems mediate representative atom-transfer radical addition, hydrodehalogenation, and α-amino C-H functionalisation reactions. These rhenium(i) complexes provide greater or at least comparable reactivity to the prototypical photoredox catalyst [Ru(bpy)₃]²⁺ in many cases.

Original language	English
Pages (from-to)	12749-12754
Number of pages	6
Journal	Dalton Transactions
Volume	48
Issue number	33
DOIs	https://doi.org/10.1039/c9dt02533b
Publication status	Published - 7 Sept 2019
Externally published	Yes

Keywords

Tricarbonyl rhenium(I ) tetrazolato
N-heterocyclic carbenes
Photoredox catalysis
ligands
hydrodehalogenation
atom-transfer

Access to Document

10.1039/c9dt02533bLicence: In Copyright

Cite this

@article{dac52c987ebf42babe37c41e2a584380,

title = "Tricarbonyl rhenium(i) tetrazolato and N-heterocyclic carbene complexes: Versatile visible-light-mediated photoredox catalysts",

abstract = "We have investigated the capacity of a range of structurally-diverse, photoactive rhenium(i) tricarbonyl complexes featuring either tetrazolato or N-heterocyclic carbene (NHC) ligands to facilitate fundamental classes of visible-light-mediated photoredox-catalysed reactions. In this study, we demonstrate that these systems mediate representative atom-transfer radical addition, hydrodehalogenation, and α-amino C-H functionalisation reactions. These rhenium(i) complexes provide greater or at least comparable reactivity to the prototypical photoredox catalyst [Ru(bpy)3]2+ in many cases.",

keywords = "Tricarbonyl rhenium(I ) tetrazolato, N-heterocyclic carbenes, Photoredox catalysis, ligands, hydrodehalogenation, atom-transfer",

author = "Nicholls, {Thomas P.} and Burt, {Liam K.} and Simpson, {Peter V.} and Massimiliano Massi and Bissember, {Alex C.}",

year = "2019",

month = sep,

day = "7",

doi = "10.1039/c9dt02533b",

language = "English",

volume = "48",

pages = "12749--12754",

journal = "Dalton Transactions",

issn = "1477-9226",

publisher = "Royal Society of Chemistry",

number = "33",

}

TY - JOUR

T1 - Tricarbonyl rhenium(i) tetrazolato and N-heterocyclic carbene complexes

T2 - Versatile visible-light-mediated photoredox catalysts

AU - Nicholls, Thomas P.

AU - Burt, Liam K.

AU - Simpson, Peter V.

AU - Massi, Massimiliano

AU - Bissember, Alex C.

PY - 2019/9/7

Y1 - 2019/9/7

N2 - We have investigated the capacity of a range of structurally-diverse, photoactive rhenium(i) tricarbonyl complexes featuring either tetrazolato or N-heterocyclic carbene (NHC) ligands to facilitate fundamental classes of visible-light-mediated photoredox-catalysed reactions. In this study, we demonstrate that these systems mediate representative atom-transfer radical addition, hydrodehalogenation, and α-amino C-H functionalisation reactions. These rhenium(i) complexes provide greater or at least comparable reactivity to the prototypical photoredox catalyst [Ru(bpy)3]2+ in many cases.

AB - We have investigated the capacity of a range of structurally-diverse, photoactive rhenium(i) tricarbonyl complexes featuring either tetrazolato or N-heterocyclic carbene (NHC) ligands to facilitate fundamental classes of visible-light-mediated photoredox-catalysed reactions. In this study, we demonstrate that these systems mediate representative atom-transfer radical addition, hydrodehalogenation, and α-amino C-H functionalisation reactions. These rhenium(i) complexes provide greater or at least comparable reactivity to the prototypical photoredox catalyst [Ru(bpy)3]2+ in many cases.

KW - Tricarbonyl rhenium(I ) tetrazolato

KW - N-heterocyclic carbenes

KW - Photoredox catalysis

KW - ligands

KW - hydrodehalogenation

KW - atom-transfer

UR - http://www.scopus.com/inward/record.url?scp=85071005959&partnerID=8YFLogxK

U2 - 10.1039/c9dt02533b

DO - 10.1039/c9dt02533b

M3 - Article

C2 - 31389462

AN - SCOPUS:85071005959

SN - 1477-9226

VL - 48

SP - 12749

EP - 12754

JO - Dalton Transactions

JF - Dalton Transactions

IS - 33

ER -

Tricarbonyl rhenium(i) tetrazolato and N-heterocyclic carbene complexes: Versatile visible-light-mediated photoredox catalysts

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this