Solid state chemistry of organic polyvalent iodine compounds. VII. The relationships between crystal packing modes, solid-state intermolecular interactions, and infrared spectra of benzoxiodole compounds

1975 ◽  
Vol 14 (4) ◽  
pp. 408
Compounds ◽  
2021 ◽  
Vol 1 (2) ◽  
pp. 58-74
Author(s):  
Emmanuel Aubert ◽  
Emmanuel Wenger ◽  
Paola Peluso ◽  
Victor Mamane

Non-symmetrical chiral 4,4′-bipyridines have recently found interest in organocatalysis and medicinal chemistry. In this regard, the development of efficient methods for their synthesis is highly desirable. Herein, a series of non-symmetrical atropisomeric polyhalogenated 4,4′-bipyridines were prepared and further functionalized by using cross-coupling reactions. The desymmetrization step is based on the N-oxidation of one of the two pyridine rings of the 4,4′-bipyridine skeleton. The main advantage of this methodology is the possible post-functionalization of the pyridine N-oxide, allowing selective introduction of chlorine, bromine or cyano groups in 2- and 2′-postions of the chiral atropisomeric 4,4′-bipyridines. The crystal packing in the solid state of some newly prepared derivatives was analyzed and revealed the importance of halogen bonds in intermolecular interactions.


CrystEngComm ◽  
2020 ◽  
Vol 22 (48) ◽  
pp. 8285-8289
Author(s):  
Alexandru Sava ◽  
Krisztina T. Kegyes ◽  
Bianca T. Popuş ◽  
Bernadette C. Dan ◽  
Cristian Silvestru ◽  
...  

Intermolecular interactions between fluorine atoms, analogous to halogen bonding, are able to drive the solid-state arrangement of molecules.


Sign in / Sign up

Export Citation Format

Share Document