Literature DB >> 34070443

Controlling Topology within Halogen-Bonded Networks by Varying the Regiochemistry of the Cyclobutane-Based Nodes.

Taylor J Dunning1, Daniel K Unruh2, Eric Bosch3, Ryan H Groeneman1.   

Abstract

The formation of a pair of extended networks sustained by halogen bonds based upon two regioisomers of a photoproduct, namely rctt-1,3-bis(4-pyridyl)-2,4-bis(phenyl)cyclobutane (ht-PP) and rctt-1,2-bis(4-pyridyl)-3,4-bis(phenyl)cyclobutane (hh-PP), that have varied topology is reported. These networks are held together via I⋯N halogen bonds between the photoproduct and the halogen-bond donor 1,4-diiodoperchlorobenzene (C6I2Cl4). The observed topology in each solid is controlled by the regiochemical position of the halogen-bond accepting 4-pyridyl group. This paper demonstrates the ability to vary the topology of molecular networks by altering the position of the halogen bond acceptor within the cyclobutane-based node.

Entities:  

Keywords:  crystal engineering; halogen bonding; organic solid state; topology

Year:  2021        PMID: 34070443     DOI: 10.3390/molecules26113152

Source DB:  PubMed          Journal:  Molecules        ISSN: 1420-3049            Impact factor:   4.411


  7 in total

1.  Enriching the Reticular Chemistry Repertoire: Merged Nets Approach for the Rational Design of Intricate Mixed-Linker Metal-Organic Framework Platforms.

Authors:  Hao Jiang; Jiangtao Jia; Aleksander Shkurenko; Zhijie Chen; Karim Adil; Youssef Belmabkhout; Lukasz J Weselinski; Ayalew H Assen; Dong-Xu Xue; Michael O'Keeffe; Mohamed Eddaoudi
Journal:  J Am Chem Soc       Date:  2018-07-05       Impact factor: 15.419

2.  Isostructurality, polymorphism and mechanical properties of some hexahalogenated benzenes: the nature of halogen...halogen interactions.

Authors:  C Malla Reddy; Michael T Kirchner; Ravi C Gundakaram; K Anantha Padmanabhan; Gautam R Desiraju
Journal:  Chemistry       Date:  2006-03-01       Impact factor: 5.236

3.  Halogen-π Interactions between Benzene and X2/CX4 (X = Cl, Br): Assessment of Various Density Functionals with Respect to CCSD(T).

Authors:  Il Seung Youn; Dong Yeon Kim; Woo Jong Cho; Jenica Marie L Madridejos; Han Myoung Lee; Maciej Kołaski; Joonho Lee; Chunggi Baig; Seung Koo Shin; Michael Filatov; Kwang S Kim
Journal:  J Phys Chem A       Date:  2016-11-14       Impact factor: 2.781

4.  Halogen Bonding beyond Crystals in Materials Science.

Authors:  Marco Saccone; Luca Catalano
Journal:  J Phys Chem B       Date:  2019-10-07       Impact factor: 2.991

5.  SHELXT - integrated space-group and crystal-structure determination.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr A Found Adv       Date:  2015-01-01       Impact factor: 2.290

Review 6.  Halogen Bonding in Two-Dimensional Crystal Engineering.

Authors:  Joan Teyssandier; Kunal S Mali; Steven De Feyter
Journal:  ChemistryOpen       Date:  2020-02-11       Impact factor: 2.911

Review 7.  The Halogen Bond.

Authors:  Gabriella Cavallo; Pierangelo Metrangolo; Roberto Milani; Tullio Pilati; Arri Priimagi; Giuseppe Resnati; Giancarlo Terraneo
Journal:  Chem Rev       Date:  2016-01-26       Impact factor: 60.622

  7 in total
  2 in total

1.  Halogen-bonded zigzag mol-ecular network based upon 1,2-di-iodo-perchloro-benzene and the photoproduct rctt-1,3-bis-(pyridin-4-yl)-2,4-di-phenyl-cyclo-butane.

Authors:  Taylor J Dunning; Eric Bosch; Ryan H Groeneman
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2022-04-22

2.  Halogen-Bond Mediated [2+2] Photodimerizations: À la Carte Access to Unsymmetrical Cyclobutanes in the Solid State.

Authors:  Jay Quentin; Eric W Reinheimer; Leonard R MacGillivray
Journal:  Molecules       Date:  2022-02-03       Impact factor: 4.411

  2 in total

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