Gaining Control: Direct Suzuki Arylation of Dihydroazulenes and Tuning of Photo- and Thermochromism

Michael Åxman Petersen; Søren Lindbæk Broman; Kristine Kilså; Anders Kadziola; Mogens Brøndsted Nielsen

Gaining Control: Direct Suzuki Arylation of Dihydroazulenes and Tuning of Photo- and Thermochromism

Michael Åxman Petersen, Søren Lindbæk Broman, Kristine Kilså, Anders Kadziola, Mogens Brøndsted Nielsen

Department of Chemistry

37 Citations (Scopus)

Abstract

A protocol for functionalizing the seven-membered ring of the DHA/VHF photochromic system via a Suzuki cross-coupling was developed. Kinetic studies reveal that direct attachment of an aromatic moiety on the seven-membered ring strongly affects the thermal back reaction. By the introduction of an anilino group, pH control of both the photochromic and thermochromic properties was obtained. Furthermore, it was possible to switch between three different states: two photochromic and one thermochromic.

Original language	English
Journal	European Journal of Organic Chemistry
Pages (from-to)	1033-1039
ISSN	1434-193X
Publication status	Published - Feb 2011

Cite this

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title = "Gaining Control: Direct Suzuki Arylation of Dihydroazulenes and Tuning of Photo- and Thermochromism",

abstract = "A protocol for functionalizing the seven-membered ring of the DHA/VHF photochromic system via a Suzuki cross-coupling was developed. Kinetic studies reveal that direct attachment of an aromatic moiety on the seven-membered ring strongly affects the thermal back reaction. By the introduction of an anilino group, pH control of both the photochromic and thermochromic properties was obtained. Furthermore, it was possible to switch between three different states: two photochromic and one thermochromic.",

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T1 - Gaining Control: Direct Suzuki Arylation of Dihydroazulenes and Tuning of Photo- and Thermochromism

AU - Petersen, Michael Åxman

AU - Broman, Søren Lindbæk

AU - Kilså, Kristine

AU - Kadziola, Anders

AU - Nielsen, Mogens Brøndsted

N1 - Front Cover artikel

PY - 2011/2

Y1 - 2011/2

N2 - A protocol for functionalizing the seven-membered ring of the DHA/VHF photochromic system via a Suzuki cross-coupling was developed. Kinetic studies reveal that direct attachment of an aromatic moiety on the seven-membered ring strongly affects the thermal back reaction. By the introduction of an anilino group, pH control of both the photochromic and thermochromic properties was obtained. Furthermore, it was possible to switch between three different states: two photochromic and one thermochromic.

AB - A protocol for functionalizing the seven-membered ring of the DHA/VHF photochromic system via a Suzuki cross-coupling was developed. Kinetic studies reveal that direct attachment of an aromatic moiety on the seven-membered ring strongly affects the thermal back reaction. By the introduction of an anilino group, pH control of both the photochromic and thermochromic properties was obtained. Furthermore, it was possible to switch between three different states: two photochromic and one thermochromic.

M3 - Journal article

SN - 1434-193X

SP - 1033

EP - 1039

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

ER -

Gaining Control: Direct Suzuki Arylation of Dihydroazulenes and Tuning of Photo- and Thermochromism

Abstract

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