82251-58-9Relevant articles and documents
Synthesis, X-Ray Crystal Structure, and Reactivity of Ternary Complexes of Crown Ethers, Organic ?-Acceptors, and Salts
Boer, Jan A.A. de,Reinhoudt David N.,Uiterwijk, Jos W.H.M.,Harkema, Sybolt
, p. 377 - 382 (2007/10/02)
Benzo-and dibenzo-18-crown-6 (1) and (2) from charge-transfer complexes with tetracyanoethylene (TCNE) in chloroform with association constants of 2.6 +/- 0.2 and 4.5 +/- 0.4 l mol-1.In the presence of 1 equiv. of t-butylammonium perchlorate (ButNH3ClO4) a solid ternary complex of (2), TCNE, and ButNH3ClO4 is formed.Single-crystal X-ray analysis of a similar ternary complex of (2), ButNH3ClO4 and 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) revealed the close proximity of the perchlorate anion and DDQ.Ternary complexes of TCNE, crown ethers (1)-(3), and salts with nucleophilic anions (Br-, and Cl-, and F-) react to give the TCNE-. radical anion as proven by e.s.r. spectroscopy.In the presence of water and/or oxygen 18-crown-6 (3), TCNE, and ButNH3Br react to yield the 18-crown-6xButNH3(NC)2C=C(CN)O complex.