Synthetic Tuning of Electronic and Photophysical Properties of 2‑Aryl-1,3-Benzothiaphospholes

A series of 2-aryl-1,3-benzothiaphospholes have been synthesized from 1-mercapto-2-phosphinobenzene and a variety of acid chlorides. The structure of 2-phenyl-1,3-benzothiaphosphole was established using X-ray diffraction. The electrochemical and photophysical properties of each benzothiaphosphole a...

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Published inJournal of organic chemistry Vol. 78; no. 15; pp. 7462 - 7469
Main Authors Worch, Joshua C, Chirdon, Danielle N, Maurer, Andrew B, Qiu, Yunyan, Geib, Steven J, Bernhard, Stefan, Noonan, Kevin J. T
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 02.08.2013
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Electrons
Models, Molecular
Molecular Structure
Organophosphorus Compounds - chemical synthesis
Organophosphorus Compounds - chemistry
Photochemical Processes
Physical Sciences
Quantum Theory
Science & Technology
LIGHT-EMITTING-DIODES
ORGANOBORON COMPOUNDS
PHASE-SEPARATION
PI-CONJUGATED MATERIALS
ORGANOPHOSPHORUS DOPANTS
OPTICAL-PROPERTIES
VERSATILE BUILDING-BLOCKS
HIGHLY LUMINESCENT
HETEROJUNCTION SOLAR-CELLS
BAND-GAP
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Summary:A series of 2-aryl-1,3-benzothiaphospholes have been synthesized from 1-mercapto-2-phosphinobenzene and a variety of acid chlorides. The structure of 2-phenyl-1,3-benzothiaphosphole was established using X-ray diffraction. The electrochemical and photophysical properties of each benzothiaphosphole are reported and some of these molecules exhibit reversible 1-electron reductions.
Bibliography:NIH RePORTER
National Science Foundation
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0022-3263
1520-6904
DOI:10.1021/jo400947u