Conformational and spectroscopic properties of π-extended, bipyrrole-fused rubyrin and sapphyrin derivatives

Se Young Kee; Jong Min Lim; Soo Jin Kim; Jaeduk Yoo; Jung Su Park; Tridib Sarma; Vincent M. Lynch; Pradeepta K. Panda; Jonathan L. Sessler; Dongho Kim; Chang Hee Lee

doi:10.1039/c1cc11733e

Conformational and spectroscopic properties of π-extended, bipyrrole-fused rubyrin and sapphyrin derivatives

Se Young Kee, Jong Min Lim, Soo Jin Kim, Jaeduk Yoo, Jung Su Park, Tridib Sarma, Vincent M. Lynch, Pradeepta K. Panda, Jonathan L. Sessler, Dongho Kim, Chang Hee Lee

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36 Scopus citations

Abstract

Two new expanded porphyrins, naphthorubyrin and naphthosapphyrin, were synthesized. The π-extended rubyrin was isolated and structurally characterized in its monoprotonated form. The sapphyrin congener undergoes pyrrole inversion as a function of the protonation state. These conformational effects are reflected in the spectroscopic features, including the excited singlet state lifetimes.

Original language	English
Pages (from-to)	6813-6815
Number of pages	3
Journal	Chemical Communications
Volume	47
Issue number	24
DOIs	https://doi.org/10.1039/c1cc11733e
State	Published - 2011

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title = "Conformational and spectroscopic properties of π-extended, bipyrrole-fused rubyrin and sapphyrin derivatives",

abstract = "Two new expanded porphyrins, naphthorubyrin and naphthosapphyrin, were synthesized. The π-extended rubyrin was isolated and structurally characterized in its monoprotonated form. The sapphyrin congener undergoes pyrrole inversion as a function of the protonation state. These conformational effects are reflected in the spectroscopic features, including the excited singlet state lifetimes.",

author = "Kee, \{Se Young\} and Lim, \{Jong Min\} and Kim, \{Soo Jin\} and Jaeduk Yoo and Park, \{Jung Su\} and Tridib Sarma and Lynch, \{Vincent M.\} and Panda, \{Pradeepta K.\} and Sessler, \{Jonathan L.\} and Dongho Kim and Lee, \{Chang Hee\}",

year = "2011",

doi = "10.1039/c1cc11733e",

language = "English",

volume = "47",

pages = "6813--6815",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

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T1 - Conformational and spectroscopic properties of π-extended, bipyrrole-fused rubyrin and sapphyrin derivatives

AU - Kee, Se Young

AU - Lim, Jong Min

AU - Kim, Soo Jin

AU - Yoo, Jaeduk

AU - Park, Jung Su

AU - Sarma, Tridib

AU - Lynch, Vincent M.

AU - Panda, Pradeepta K.

AU - Sessler, Jonathan L.

AU - Kim, Dongho

AU - Lee, Chang Hee

PY - 2011

Y1 - 2011

N2 - Two new expanded porphyrins, naphthorubyrin and naphthosapphyrin, were synthesized. The π-extended rubyrin was isolated and structurally characterized in its monoprotonated form. The sapphyrin congener undergoes pyrrole inversion as a function of the protonation state. These conformational effects are reflected in the spectroscopic features, including the excited singlet state lifetimes.

AB - Two new expanded porphyrins, naphthorubyrin and naphthosapphyrin, were synthesized. The π-extended rubyrin was isolated and structurally characterized in its monoprotonated form. The sapphyrin congener undergoes pyrrole inversion as a function of the protonation state. These conformational effects are reflected in the spectroscopic features, including the excited singlet state lifetimes.

UR - https://www.scopus.com/pages/publications/79959786672

U2 - 10.1039/c1cc11733e

DO - 10.1039/c1cc11733e

M3 - Article

AN - SCOPUS:79959786672

SN - 1359-7345

VL - 47

SP - 6813

EP - 6815

JO - Chemical Communications

JF - Chemical Communications

IS - 24

ER -

Conformational and spectroscopic properties of π-extended, bipyrrole-fused rubyrin and sapphyrin derivatives

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