Structural effects of meso-halogenation on porphyrins.

Beilstein Journal of Organic Chemistry
Keith J FlanaganMathias O Senge

Abstract

The use of halogens in the crystal engineering of supramolecular porphyrin assemblies has been a topic of strong interest over the past decades. With this in mind we have characterized a series of direct meso-halogenated porphyrins using single crystal X-ray crystallography. This is accompanied by a detailed conformational analysis of all deposited meso-halogenated porphyrins in the CSD. In this study we have used the Hirshfeld fingerprint plots together with normal-coordinate structural decomposition and determined crystal structures to elucidate the conformation, present intermolecular interactions, and compare respective contacts within the crystalline architectures. Additionally, we have used density functional theory calculations to determine the structure of several halogenated porphyrins. This contrasts conformational analysis with existing X-ray structures and gives a method to characterize samples that are difficult to crystallize. By using the methods outlined above we were able to deduce the impact a meso halogen has on a porphyrin, for example, meso-halogenation is dependent on the type of alternate substituents present when forming supramolecular assemblies. Furthermore, we have designed a method to predict the con...Continue Reading

References

Aug 8, 1973·Journal of the American Chemical Society·J W Lauher, J A Ibers
Jun 21, 1967·Journal of the American Chemical Society·S J Silvers, A Tulinsky
Feb 1, 1996·Journal of Molecular Graphics·W HumphreyK Schulten
Apr 9, 1998·Biophysical Journal·W JentzenJ A Shelnutt
Jan 11, 2000·Chemistry : a European Journal·I Goldberg
Mar 3, 2005·Chemical Communications : Chem Comm·Israel Goldberg
Jan 5, 2006·Chemical Communications : Chem Comm·Mathias O Senge
Dec 25, 2007·Acta Crystallographica. Section A, Foundations of Crystallography·George M Sheldrick
Nov 1, 2011·Chemistry : a European Journal·Mathias O SengeKatja Dahms
Nov 18, 2011·Dalton Transactions : an International Journal of Inorganic Chemistry·Abdou K D DimeDominique Lucas
Dec 13, 2012·The Journal of Physical Chemistry. a·Monika ZawadzkaMathias O Senge
Jun 29, 2013·Accounts of Chemical Research·Arri PriimagiGiuseppe Resnati
May 16, 2014·Dalton Transactions : an International Journal of Inorganic Chemistry·Abdou K D DiméDominique Lucas
Dec 5, 2014·Acta Crystallographica. Section C, Structural Chemistry·Mathias O Senge, Monika Zawadzka
Dec 30, 2014·Acta Crystallographica. Section A, Foundations and Advances·George M Sheldrick
Apr 7, 2016·Acta Crystallographica Section B, Structural Science, Crystal Engineering and Materials·Colin R GroomSuzanna C Ward
Oct 26, 2016·Dalton Transactions : an International Journal of Inorganic Chemistry·L Szatkowski, M B Hall
Jun 28, 2017·The Journal of Organic Chemistry·Cécile RocheHarry L Anderson
Oct 20, 2017·Chemistry : a European Journal·Stefan S R BernhardMathias O Senge
Feb 12, 2019·Chemistry : a European Journal·Keith J FlanaganMathias O Senge
Mar 30, 2021·European Journal of Organic Chemistry·Nitika GroverMathias O Senge

❮ Previous
Next ❯

Software Mentioned

UDERUR
ZOXQUA
VMD
QUGMEM
HUMWES
QUGMIQ
HUMWAO
YISZAD
APEX
XS

Related Concepts

Related Feeds

Cat-scratch disease

Cat-scratch disease, a relatively common infectious disease, is caused by Bartonella henselae and characterized by a fever and regional lymphadenitis. Here is the latest research.

Bartonellosis

Bartonellosis is an infection caused by bacteria in the genus Bartonella and can present as a variety of diseases depending on the organism involved. While asymptomatic infection has been reported, immunocompromised individuals are more susceptible to severe infection. Find the latest research on bartonellosis here.

Related Papers

British Medical Bulletin
J E FALK
Ugeskrift for laeger
T K WITH
Il Policlinico. Sezione pratica
V Cagli
Uspekhi sovremennoĭ biologii
A M CHARNYI, S E KRASOVITSKAIA
© 2021 Meta ULC. All rights reserved