Iterative Suzuki-Miyaura Cross-coupling/Bromo-desilylation Reaction Sequences for the Assembly of Chemically Well-defined, Acyclic Oligopyrrole/Benzenoid Hybrids Embodying Mixed Modes of Connectivity

Bo Ra Lee; Anthony C. Willis; Jas S. Ward; Warren T. Smith; Ping Lan; Martin G. Banwell

doi:10.1002/asia.202000740

Iterative Suzuki-Miyaura Cross-coupling/Bromo-desilylation Reaction Sequences for the Assembly of Chemically Well-defined, Acyclic Oligopyrrole/Benzenoid Hybrids Embodying Mixed Modes of Connectivity

Bo Ra Lee, Anthony C. Willis, Jas S. Ward, Warren T. Smith, Ping Lan, Martin G. Banwell^*

^*Corresponding author for this work

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

1 Citation (Scopus)

Abstract

Syntheses of a range of chemically well-defined oligopyrrole/benzenoid hybrids are described using tandem Suzuki-Miyaura cross-coupling/bromo-desilyation reaction sequences for linking borylated pyrroles, halogenated pyrroles and/or dibromobenzenes to one another. By such means, including iterative variants, a range of all α-linked, all β-linked oligopyrroles as well as certain combinations thereof have been assembled, some of them for the first time. The conductivities of iodine-treated thin films formed from certain such systems have been determined.

Original language	English
Pages (from-to)	3059-3081
Number of pages	23
Journal	Chemistry - An Asian Journal
Volume	15
Issue number	19
DOIs	https://doi.org/10.1002/asia.202000740
Publication status	Published - 1 Oct 2020

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10.1002/asia.202000740

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Lee, B. R., Willis, A. C., Ward, J. S., Smith, W. T., Lan, P., & Banwell, M. G. (2020). Iterative Suzuki-Miyaura Cross-coupling/Bromo-desilylation Reaction Sequences for the Assembly of Chemically Well-defined, Acyclic Oligopyrrole/Benzenoid Hybrids Embodying Mixed Modes of Connectivity. Chemistry - An Asian Journal, 15(19), 3059-3081. https://doi.org/10.1002/asia.202000740

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title = "Iterative Suzuki-Miyaura Cross-coupling/Bromo-desilylation Reaction Sequences for the Assembly of Chemically Well-defined, Acyclic Oligopyrrole/Benzenoid Hybrids Embodying Mixed Modes of Connectivity",

abstract = "Syntheses of a range of chemically well-defined oligopyrrole/benzenoid hybrids are described using tandem Suzuki-Miyaura cross-coupling/bromo-desilyation reaction sequences for linking borylated pyrroles, halogenated pyrroles and/or dibromobenzenes to one another. By such means, including iterative variants, a range of all α-linked, all β-linked oligopyrroles as well as certain combinations thereof have been assembled, some of them for the first time. The conductivities of iodine-treated thin films formed from certain such systems have been determined.",

keywords = "conductivity, cross-coupling, ipso-substitution, iterative, oligopyrrole",

author = "Lee, {Bo Ra} and Willis, {Anthony C.} and Ward, {Jas S.} and Smith, {Warren T.} and Ping Lan and Banwell, {Martin G.}",

note = "Publisher Copyright: {\textcopyright} 2020 Wiley-VCH GmbH",

year = "2020",

month = oct,

day = "1",

doi = "10.1002/asia.202000740",

language = "English",

volume = "15",

pages = "3059--3081",

journal = "Chemistry - An Asian Journal",

issn = "1861-4728",

publisher = "John Wiley & Sons Ltd.",

number = "19",

}

Lee, BR, Willis, AC, Ward, JS, Smith, WT, Lan, P & Banwell, MG 2020, 'Iterative Suzuki-Miyaura Cross-coupling/Bromo-desilylation Reaction Sequences for the Assembly of Chemically Well-defined, Acyclic Oligopyrrole/Benzenoid Hybrids Embodying Mixed Modes of Connectivity', Chemistry - An Asian Journal, vol. 15, no. 19, pp. 3059-3081. https://doi.org/10.1002/asia.202000740

Iterative Suzuki-Miyaura Cross-coupling/Bromo-desilylation Reaction Sequences for the Assembly of Chemically Well-defined, Acyclic Oligopyrrole/Benzenoid Hybrids Embodying Mixed Modes of Connectivity. / Lee, Bo Ra; Willis, Anthony C.; Ward, Jas S. et al.
In: Chemistry - An Asian Journal, Vol. 15, No. 19, 01.10.2020, p. 3059-3081.

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

TY - JOUR

T1 - Iterative Suzuki-Miyaura Cross-coupling/Bromo-desilylation Reaction Sequences for the Assembly of Chemically Well-defined, Acyclic Oligopyrrole/Benzenoid Hybrids Embodying Mixed Modes of Connectivity

AU - Lee, Bo Ra

AU - Willis, Anthony C.

AU - Ward, Jas S.

AU - Smith, Warren T.

AU - Lan, Ping

AU - Banwell, Martin G.

PY - 2020/10/1

Y1 - 2020/10/1

N2 - Syntheses of a range of chemically well-defined oligopyrrole/benzenoid hybrids are described using tandem Suzuki-Miyaura cross-coupling/bromo-desilyation reaction sequences for linking borylated pyrroles, halogenated pyrroles and/or dibromobenzenes to one another. By such means, including iterative variants, a range of all α-linked, all β-linked oligopyrroles as well as certain combinations thereof have been assembled, some of them for the first time. The conductivities of iodine-treated thin films formed from certain such systems have been determined.

AB - Syntheses of a range of chemically well-defined oligopyrrole/benzenoid hybrids are described using tandem Suzuki-Miyaura cross-coupling/bromo-desilyation reaction sequences for linking borylated pyrroles, halogenated pyrroles and/or dibromobenzenes to one another. By such means, including iterative variants, a range of all α-linked, all β-linked oligopyrroles as well as certain combinations thereof have been assembled, some of them for the first time. The conductivities of iodine-treated thin films formed from certain such systems have been determined.

KW - conductivity

KW - cross-coupling

KW - ipso-substitution

KW - iterative

KW - oligopyrrole

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U2 - 10.1002/asia.202000740

DO - 10.1002/asia.202000740

M3 - Article

SN - 1861-4728

VL - 15

SP - 3059

EP - 3081

JO - Chemistry - An Asian Journal

JF - Chemistry - An Asian Journal

IS - 19

ER -

Iterative Suzuki-Miyaura Cross-coupling/Bromo-desilylation Reaction Sequences for the Assembly of Chemically Well-defined, Acyclic Oligopyrrole/Benzenoid Hybrids Embodying Mixed Modes of Connectivity

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