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From Polyhalides to Polypseudohalides: Chemistry Based on Cyanogen Bromide
Author(s) -
Schmidt Benjamin,
Schröder Benjamin,
Sonnenberg Karsten,
Steinhauer Simon,
Riedel Sebastian
Publication year - 2019
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201903539
Subject(s) - chemistry , halogen , bromine , bromide , raman spectroscopy , cyanogen bromide , nuclear magnetic resonance spectroscopy , inorganic chemistry , molecule , ionic bonding , ionic liquid , dissolution , crystallography , ion , organic chemistry , catalysis , biochemistry , alkyl , physics , optics , peptide sequence , gene
Pseudohalogens are defined as molecular entities that resemble the halogens in their chemistry. While our understanding of polyhalogen chemistry has increased over the last years, research on polypseudohalogen compounds is lacking. The pseudohalogen BrCN possesses a highly pronounced σ‐hole at the bromine side of the molecule, inducing strong halogen bonding. This allows the synthesis and characterization of new polypseudohalogen anions, as shown by the single‐crystal X‐ray diffraction of [PNP][Br(BrCN)] and [PNP][Br(BrCN) 3 ]. Both the nearly linear anion [Br(BrCN)] − and the distorted pyramidal anion [Br(BrCN) 3 ] − were characterized by Raman spectroscopy and quantum‐chemical calculations. The behavior of the polypseudohalogen compounds in solution and as room‐temperature ionic liquids (RT‐ILs) using the [NBu 4 ] + cation was studied by 13 C and 15 N NMR spectroscopy. These types of ILs are capable of dissolving elemental gold and offer themselves as promising compounds in metal recycling.