Synthesis of dilactone bridged terphenyls with crankshaft architectures

Justin J. Dressler; Sarah A. Miller; Brian T. Meeuwsen; Asia Marie S. Riel; Bart J. Dahl

doi:10.1016/j.tet.2014.11.055

Synthesis of dilactone bridged terphenyls with crankshaft architectures

Justin J. Dressler
, Sarah A. Miller
, Brian T. Meeuwsen
, Asia Marie S. Riel
, Bart J. Dahl

Center for Translational Medicine

University of Wisconsin-Eau Claire

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

12 Scopus citations

Abstract

Three highly fluorescent dilactone bridged terphenyls with crankshaft architectures have been synthesized. This general class of compounds is relatively unexplored. These compounds have been characterized by fluorescence and UV-vis spectroscopy. For all three compounds, a direct correlation between the rigidity of the terphenyl system and the strength of absorption and emission of light has been observed. Preliminary studies have indicated that compounds with this architecture have the potential to be useful as pH-driven molecular switches and/or sensors with instant fluorescence attenuation at high pH values.

Original language	English
Pages (from-to)	283-292
Number of pages	10
Journal	Tetrahedron
Volume	71
Issue number	2
DOIs	https://doi.org/10.1016/j.tet.2014.11.055
State	Published - Jan 14 2015

Keywords

Fluorescent compounds
Highly conjugated materials
Molecular switch

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title = "Synthesis of dilactone bridged terphenyls with crankshaft architectures",

abstract = "Three highly fluorescent dilactone bridged terphenyls with crankshaft architectures have been synthesized. This general class of compounds is relatively unexplored. These compounds have been characterized by fluorescence and UV-vis spectroscopy. For all three compounds, a direct correlation between the rigidity of the terphenyl system and the strength of absorption and emission of light has been observed. Preliminary studies have indicated that compounds with this architecture have the potential to be useful as pH-driven molecular switches and/or sensors with instant fluorescence attenuation at high pH values.",

keywords = "Fluorescent compounds, Highly conjugated materials, Molecular switch",

author = "Dressler, \{Justin J.\} and Miller, \{Sarah A.\} and Meeuwsen, \{Brian T.\} and Riel, \{Asia Marie S.\} and Dahl, \{Bart J.\}",

year = "2015",

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doi = "10.1016/j.tet.2014.11.055",

language = "English",

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T1 - Synthesis of dilactone bridged terphenyls with crankshaft architectures

AU - Dressler, Justin J.

AU - Miller, Sarah A.

AU - Meeuwsen, Brian T.

AU - Riel, Asia Marie S.

AU - Dahl, Bart J.

PY - 2015/1/14

Y1 - 2015/1/14

N2 - Three highly fluorescent dilactone bridged terphenyls with crankshaft architectures have been synthesized. This general class of compounds is relatively unexplored. These compounds have been characterized by fluorescence and UV-vis spectroscopy. For all three compounds, a direct correlation between the rigidity of the terphenyl system and the strength of absorption and emission of light has been observed. Preliminary studies have indicated that compounds with this architecture have the potential to be useful as pH-driven molecular switches and/or sensors with instant fluorescence attenuation at high pH values.

AB - Three highly fluorescent dilactone bridged terphenyls with crankshaft architectures have been synthesized. This general class of compounds is relatively unexplored. These compounds have been characterized by fluorescence and UV-vis spectroscopy. For all three compounds, a direct correlation between the rigidity of the terphenyl system and the strength of absorption and emission of light has been observed. Preliminary studies have indicated that compounds with this architecture have the potential to be useful as pH-driven molecular switches and/or sensors with instant fluorescence attenuation at high pH values.

KW - Fluorescent compounds

KW - Highly conjugated materials

KW - Molecular switch

UR - https://www.scopus.com/pages/publications/84919832382

U2 - 10.1016/j.tet.2014.11.055

DO - 10.1016/j.tet.2014.11.055

M3 - Article

AN - SCOPUS:84919832382

SN - 0040-4020

VL - 71

SP - 283

EP - 292

JO - Tetrahedron

JF - Tetrahedron

IS - 2

ER -

Synthesis of dilactone bridged terphenyls with crankshaft architectures

Abstract

Keywords

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