- Synthesis, X-Ray Crystal Structure, and Reactivity of Ternary Complexes of Crown Ethers, Organic ?-Acceptors, and Salts
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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.
- Boer, Jan A.A. de,Reinhoudt David N.,Uiterwijk, Jos W.H.M.,Harkema, Sybolt
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p. 377 - 382
(2007/10/02)
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- Synthesis, X-Ray Crystal Structure, and Reactivity of Ternary Complexes of Crown Ethers, Organic ?-Acceptors, and Salts
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Single-crystal X-ray analysis of a stable ternary complex of 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ), dibenzo-18-crown-6 (2), and t-butylammonium perchlorate reveals a close contact between the anion and DDQ; in similar ternary complexes of crown ethers, tetracyanoethylene (TCNE), and halides a one-electron transfer is observed.
- Boer, Jan A. A. de,Reinhoudt, David N.,Uiterwijk, Jos W. H. M.,Harkema, Sybolt
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p. 194 - 196
(2007/10/02)
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