Issue 23, 2007
From the journal:

Chemical Communications

Evaluation of planarity and aromaticity in sapphyrin and inverted sapphyrin using a bidirectional NICS (Nucleus-Independent Chemical Shift) scan method†

Zin Seok Yoon,a   Su Bum Noh,a   Dong-Gyu Cho,b   Jonathan L. Sessler*b  and  Dongho Kim*a  

* Corresponding authors

a Department of Chemistry, Yonsei University, Seoul 120-749, Korea
E-mail: dongho@yonsei.ac.kr

b Department of Chemistry and Biochemistry, 1 University Station – A5300, The University of Texas at Austin, Austin, Texas 78712-0165, USA
E-mail: sessler@mail.utexas.edu

Abstract

Using the bidirectional NICS scan method in conjunction with two-photon absorption (TPA) measurements, it has proved possible to determine the relationship between π-conjugation and aromaticity in two structurally related expanded porphyrin systems, sapphyrin and inverted sapphyrin, and establish that differences in these defining factors depend on the presence or absence of a key sp3 hybrid molecular orbital within the macrocyclic periphery.

Graphical abstract: Evaluation of planarity and aromaticity in sapphyrin and inverted sapphyrin using a bidirectional NICS (Nucleus-Independent Chemical Shift) scan method

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Article information

DOI
https://doi.org/10.1039/B618674B
Article type
Communication
Submitted
22 Dec 2006
Accepted
21 Feb 2007
First published
12 Mar 2007

Chem. Commun., 2007, 2378-2380

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Evaluation of planarity and aromaticity in sapphyrin and inverted sapphyrin using a bidirectional NICS (Nucleus-Independent Chemical Shift) scan method

Z. S. Yoon, S. B. Noh, D. Cho, J. L. Sessler and D. Kim, Chem. Commun., 2007, 2378 DOI: 10.1039/B618674B

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