A Sm(II)-mediated cascade approach to dibenzoindolo[3,2-b]carbazoles: synthesis and evaluation.

Matthew T Levick; Iain Grace; Sheng-Yao Dai; Nicholas Kasch; Christopher Muryn; Colin Lambert; Michael L Turner; David J Procter

doi:10.1021/ol500841b

A Sm(II)-mediated cascade approach to dibenzoindolo[3,2-b]carbazoles: synthesis and evaluation.

Matthew T Levick, Iain Grace, Sheng-Yao Dai, Nicholas Kasch, Christopher Muryn, Colin Lambert, Michael L Turner, David J Procter

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

Abstract

Previously unstudied dibenzoindolo[3,2-b]carbazoles have been prepared by two-directional, phase tag-assisted synthesis utilizing a connective-Pummerer cyclization and a SmI2-mediated tag cleavage-cyclization cascade. The use of a phase tag allows us to exploit unstable intermediates that would otherwise need to be avoided. The novel materials were characterized by X-ray, cyclic voltammetry, UV-vis spectroscopy, TGA, and DSC. Preliminary studies on the performance of OFET devices are also described.

Original language	English
Pages (from-to)	2292-2295
Number of pages	4
Journal	Organic Letters
Volume	16
Issue number	8
DOIs	https://doi.org/10.1021/ol500841b
Publication status	Published - 2014

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10.1021/ol500841b

http://pubs.acs.org/doi/abs/10.1021/ol500841b

CCDC 975350: Experimental Crystal Structure Determination
Levick, M. T. (Contributor), Grace, I. (Contributor), Dai, S.-Y. (Contributor), Kasch, N. (Contributor), Muryn, C. (Contributor), Lambert, C. (Contributor), Turner, M. (Contributor) & Procter, D. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2014
DOI: 10.5517/cc11qxxl, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc11qxxl&sid=DataCite
Dataset
CCDC 975349: Experimental Crystal Structure Determination
Levick, M. T. (Contributor), Grace, I. (Contributor), Dai, S.-Y. (Contributor), Kasch, N. (Contributor), Muryn, C. (Contributor), Lambert, C. (Contributor), Turner, M. (Contributor) & Procter, D. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2013
DOI: 10.5517/cc11qxwk, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc11qxwk&sid=DataCite
Dataset

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title = "A Sm(II)-mediated cascade approach to dibenzoindolo[3,2-b]carbazoles: synthesis and evaluation.",

abstract = "Previously unstudied dibenzoindolo[3,2-b]carbazoles have been prepared by two-directional, phase tag-assisted synthesis utilizing a connective-Pummerer cyclization and a SmI2-mediated tag cleavage-cyclization cascade. The use of a phase tag allows us to exploit unstable intermediates that would otherwise need to be avoided. The novel materials were characterized by X-ray, cyclic voltammetry, UV-vis spectroscopy, TGA, and DSC. Preliminary studies on the performance of OFET devices are also described.",

author = "Levick, {Matthew T} and Iain Grace and Sheng-Yao Dai and Nicholas Kasch and Christopher Muryn and Colin Lambert and Turner, {Michael L} and Procter, {David J}",

year = "2014",

doi = "10.1021/ol500841b",

language = "English",

volume = "16",

pages = "2292--2295",

journal = "Organic Letters",

issn = "1523-7052",

publisher = "American Chemical Society",

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T1 - A Sm(II)-mediated cascade approach to dibenzoindolo[3,2-b]carbazoles: synthesis and evaluation.

AU - Levick, Matthew T

AU - Grace, Iain

AU - Dai, Sheng-Yao

AU - Kasch, Nicholas

AU - Muryn, Christopher

AU - Lambert, Colin

AU - Turner, Michael L

AU - Procter, David J

PY - 2014

Y1 - 2014

N2 - Previously unstudied dibenzoindolo[3,2-b]carbazoles have been prepared by two-directional, phase tag-assisted synthesis utilizing a connective-Pummerer cyclization and a SmI2-mediated tag cleavage-cyclization cascade. The use of a phase tag allows us to exploit unstable intermediates that would otherwise need to be avoided. The novel materials were characterized by X-ray, cyclic voltammetry, UV-vis spectroscopy, TGA, and DSC. Preliminary studies on the performance of OFET devices are also described.

AB - Previously unstudied dibenzoindolo[3,2-b]carbazoles have been prepared by two-directional, phase tag-assisted synthesis utilizing a connective-Pummerer cyclization and a SmI2-mediated tag cleavage-cyclization cascade. The use of a phase tag allows us to exploit unstable intermediates that would otherwise need to be avoided. The novel materials were characterized by X-ray, cyclic voltammetry, UV-vis spectroscopy, TGA, and DSC. Preliminary studies on the performance of OFET devices are also described.

U2 - 10.1021/ol500841b

DO - 10.1021/ol500841b

M3 - Article

SN - 1523-7052

VL - 16

SP - 2292

EP - 2295

JO - Organic Letters

JF - Organic Letters

IS - 8

ER -

A Sm(II)-mediated cascade approach to dibenzoindolo[3,2-b]carbazoles: synthesis and evaluation.

Abstract

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Datasets

CCDC 975350: Experimental Crystal Structure Determination

CCDC 975349: Experimental Crystal Structure Determination

Cite this