Core-modified meso-aryl hexaphyrins with an internal thiophene bridge: Structure, aromaticity, and photodynamics

Ganesan Karthik; Mahima Sneha; V. Prabhu Raja; Jong Min Lim; Dongho Kim; A. Srinivasan; Tavarekere K. Chandrashekar

doi:10.1002/chem.201203737

Core-modified meso-aryl hexaphyrins with an internal thiophene bridge: Structure, aromaticity, and photodynamics

Ganesan Karthik
, Mahima Sneha
, V. Prabhu Raja
, Jong Min Lim
, Dongho Kim
, A. Srinivasan
, Tavarekere K. Chandrashekar

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

33 Scopus citations

Abstract

Take the shortcut: The synthesis of core-modified meso aryl hexaphyrins with an internal thiophene bridge is reported. Introduction of the thiophene bridge alters the electronic structure as well as the π-electron circuit, resulting in increases in singlet lifetime (τ_s) and the two-photon absorption (TPA) cross-section. Furthermore, for the sulfur derivative, the internal bridging thiophene participates in a π-electron conjugation pathway.

Original language	English
Pages (from-to)	1886-1890
Number of pages	5
Journal	Chemistry - A European Journal
Volume	19
Issue number	6
DOIs	https://doi.org/10.1002/chem.201203737
State	Published - 4 Feb 2013

Keywords

aromaticity
bridged systems
core modification
expanded porphyrins
macrocycles

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10.1002/chem.201203737

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title = "Core-modified meso-aryl hexaphyrins with an internal thiophene bridge: Structure, aromaticity, and photodynamics",

abstract = "Take the shortcut: The synthesis of core-modified meso aryl hexaphyrins with an internal thiophene bridge is reported. Introduction of the thiophene bridge alters the electronic structure as well as the π-electron circuit, resulting in increases in singlet lifetime (τs) and the two-photon absorption (TPA) cross-section. Furthermore, for the sulfur derivative, the internal bridging thiophene participates in a π-electron conjugation pathway.",

keywords = "aromaticity, bridged systems, core modification, expanded porphyrins, macrocycles",

author = "Ganesan Karthik and Mahima Sneha and Raja, \{V. Prabhu\} and Lim, \{Jong Min\} and Dongho Kim and A. Srinivasan and Chandrashekar, \{Tavarekere K.\}",

year = "2013",

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doi = "10.1002/chem.201203737",

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T2 - Structure, aromaticity, and photodynamics

AU - Karthik, Ganesan

AU - Sneha, Mahima

AU - Raja, V. Prabhu

AU - Lim, Jong Min

AU - Kim, Dongho

AU - Srinivasan, A.

AU - Chandrashekar, Tavarekere K.

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AB - Take the shortcut: The synthesis of core-modified meso aryl hexaphyrins with an internal thiophene bridge is reported. Introduction of the thiophene bridge alters the electronic structure as well as the π-electron circuit, resulting in increases in singlet lifetime (τs) and the two-photon absorption (TPA) cross-section. Furthermore, for the sulfur derivative, the internal bridging thiophene participates in a π-electron conjugation pathway.

KW - aromaticity

KW - bridged systems

KW - core modification

KW - expanded porphyrins

KW - macrocycles

UR - https://www.scopus.com/pages/publications/84873299331

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DO - 10.1002/chem.201203737

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JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

IS - 6

ER -

Core-modified meso-aryl hexaphyrins with an internal thiophene bridge: Structure, aromaticity, and photodynamics

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Keywords

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