Abstract
Crystal structures of five hexaethylguanidinium salts (PF6− 1, FeCl4− 2, CuCl42−·H2O 3, CoBr42−/Br−·H2O 4, bistriflimide 5) were determined. Short interionic contacts were identified. Cyclic voltammetry of 2 revealed an electrochemical window from +1.0 to −1.5 V with a single Fe(III)/Fe(II) redox event at −0.27 V on a gold electrode versus Ag/AgCl.
Highlights
The advent of phase-transfer catalysis has opened a very large new chapter in synthetic chemistry [1,2]
There is, some confusion about their exact composition [3]. This is true in the special case of Aliquat® HTA-1 which is available from Sigma-Aldrich (Steinheim, Germany) as an aqueous solution of “a unique high temperature and caustic resistant phase transfer catalyst” [4]
Only the crystal structure of HEG chloride has been reported [19], crystal structures of several other hexaalkylguanidinium salts have been described in recent years [20,21,22,23,24,25,26,27,28,29]
Summary
The advent of phase-transfer catalysis has opened a very large new chapter in synthetic chemistry [1,2]. A number of catalysts are commercially available. There is, some confusion about their exact composition [3] This is true in the special case of Aliquat® HTA-1. BASF [6] and from Cognis [7], the company which had been acquired by BASF in 2010 According to this specification, the solution contains 10%–15% NaCl and 30%–36% HTA-1, “a quaternary ammonium salt of unique structure”. Kantlehner [8,9,10] Their use as phase-transfer catalysts is well documented [11,12,13,14]. They have been proposed as components of electrolytes in ultracapacitors [15]. Only the crystal structure of HEG chloride has been reported [19], crystal structures of several other hexaalkylguanidinium salts have been described in recent years [20,21,22,23,24,25,26,27,28,29]
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