TY - JOUR
T1 - Application of Multielectron Charge Relays in Chemical and Photochemical Debromination Processes. The Role of Induced Disproportionation of N,N′-Dioctyl-4,4′-bipyridinium Radical Cation in Two-Phase Systems
AU - Maidan, Ruben
AU - Goren, Zafrir
AU - Willner, Itamar
AU - Becker, Janies Y.
PY - 1984
Y1 - 1984
N2 - Photochemical and chemical reduction of N,N′-dioctyl-4,4′-bipyridinium (C8V2+, 1) to the corresponding radical cation C8V+· (2) leads to an induced disproportionation of C8V+· in a water-organic two-phase system. This process yields the two-electron reduction product N,N′-dioctyl-4,4′(1H,1H′)-bipyridylidene (C8V, 3). The induced disproportionation reaction is a result of opposite solubility properties of the disproportionation products in the two phases. The two-electron reduction product C8V (3) mediates the debromination of 1,2- and 1,1-dibromo substrates.
AB - Photochemical and chemical reduction of N,N′-dioctyl-4,4′-bipyridinium (C8V2+, 1) to the corresponding radical cation C8V+· (2) leads to an induced disproportionation of C8V+· in a water-organic two-phase system. This process yields the two-electron reduction product N,N′-dioctyl-4,4′(1H,1H′)-bipyridylidene (C8V, 3). The induced disproportionation reaction is a result of opposite solubility properties of the disproportionation products in the two phases. The two-electron reduction product C8V (3) mediates the debromination of 1,2- and 1,1-dibromo substrates.
UR - https://www.scopus.com/pages/publications/0021510696
U2 - 10.1021/ja00333a017
DO - 10.1021/ja00333a017
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AN - SCOPUS:0021510696
SN - 0002-7863
VL - 106
SP - 6217
EP - 6222
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 21
ER -