Premium
Arsenic‐Mediated C−C Coupling of Cyanides Leading to Cyanido Arsazolide [AsC 4 N 4 ] −
Author(s) -
Arlt Sören,
Harloff Jörg,
Schulz Axel,
Stoffers Alrik,
Villinger Alexander
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201703317
Subject(s) - arsenic , antimony , chemistry , cyanide , ionic liquid , bismuth , counterion , inorganic chemistry , phosphorus , crystal structure , medicinal chemistry , ion , crystallography , organic chemistry , catalysis
The chemistry of arsenic cyanides has been investigated and is found to be completely different to the chemistry of the heavier analogs antimony and bismuth as well as phosphorus. The reaction of As(CN) 3 with cyanide salts resulted in the formation of an unknown cyanido arsazolide heterocycle, which represents a structure isomer of the desired [As(CN) 4 ] − . The structure, bonding, and formation of this unusual heterocycle is discussed featuring an arsenic mediated C−C coupling of cyanides. [AsC 4 N 4 ] − salts with different counterions such as [PPh 4 ] + , [PPN] + =[Ph 3 P‐ N ‐PPh 3 ] + , Ag + , and [BMIm] + are reported with [BMIm][AsC 4 N 4 ] being a low‐temperature ionic liquid ( T m =−62 °C).