Issue 21, 2013
From the journal:

Chemical Communications

Spin-state control of thermal and photochemical Bergman cyclization†‡

Leigh J. K. Boerner,a   Maren Pink,b   Hyunsoo Park,b   Amanda LeSueura  and  Jeffrey M. Zaleski*a  

* Corresponding authors

a Department of Chemistry, Indiana University, 800 East Kirkwood Avenue, Bloomington, Indiana, USA
E-mail: zaleski@indiana.edu
Fax: +1 812-855-8300
Tel: +1 812-855-2134

b Molecular Structure Center, Indiana University, 800 East Kirkwood Avenue, Bloomington, Indiana, USA

Abstract

Thermal Bergman cyclization of Pt(II) dialkynylporphyrins reveals a marked reduction in the cyclization temperature relative to the free base and Zn(II) derivatives. In contrast, photogenerated 3ππ* population produces no detectable Bergman photocyclization, suggesting that the photoreactivities of the related free base and Zn(II) derivatives occurs via the 1ππ* state.

Graphical abstract: Spin-state control of thermal and photochemical Bergman cyclization

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Article information

DOI
https://doi.org/10.1039/C3CC34471A
Article type
Communication
Submitted
14 Jun 2012
Accepted
26 Jan 2013
First published
29 Jan 2013

Chem. Commun., 2013,49, 2145-2147

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Spin-state control of thermal and photochemical Bergman cyclization

L. J. K. Boerner, M. Pink, H. Park, A. LeSueur and J. M. Zaleski, Chem. Commun., 2013, 49, 2145 DOI: 10.1039/C3CC34471A

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