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

Ruben Maidan; Zafrir Goren; James Y Becker; Itamar Willner

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

Ruben Maidan, Zafrir Goren, James Y Becker, Itamar Willner

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

Photochemical and chemical reduction of 7V,7V,-dioctyl-4,4'-bipyridinium (CSV2+, 1) to the corresponding radical cation CgV+· (2) leads to an induced disproportionation of CgV+· in a water-organic two-phase system. This process yields the two-electron reduction product TV '-dioctyl-4,4'(l/f,lFf’)-bipyridylidene (CgV, 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.

Original language	English
Pages (from-to)	6217-6222
Number of pages	6
Journal	Journal of the American Chemical Society
Volume	106
Issue number	21
State	Published - 1984

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@article{563ae9643df9449381dd55fec2b129c6,

title = "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",

abstract = "Photochemical and chemical reduction of 7V,7V,-dioctyl-4,4'-bipyridinium (CSV2+, 1) to the corresponding radical cation CgV+· (2) leads to an induced disproportionation of CgV+· in a water-organic two-phase system. This process yields the two-electron reduction product TV '-dioctyl-4,4'(l/f,lFf{\textquoteright})-bipyridylidene (CgV, 3). The induced disproportionation reaction is a result of opposite solubility properties of the disproportionation products in the two phases. The two-electron reductionproduct C8V (3) mediates the debromination of 1,2- and 1,1-dibromo substrates.",

author = "Ruben Maidan and Zafrir Goren and Becker, {James Y} and Itamar Willner",

year = "1984",

language = "English",

volume = "106",

pages = "6217--6222",

journal = "Journal of the American Chemical Society",

issn = "0002-7863",

publisher = "American Chemical Society",

number = "21",

}

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. / Maidan, Ruben; Goren, Zafrir; Becker, James Y et al.
In: Journal of the American Chemical Society, Vol. 106, No. 21, 1984, p. 6217-6222.

Research output: Contribution to journal › Article › peer-review

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 - Becker, James Y

AU - Willner, Itamar

PY - 1984

Y1 - 1984

N2 - Photochemical and chemical reduction of 7V,7V,-dioctyl-4,4'-bipyridinium (CSV2+, 1) to the corresponding radical cation CgV+· (2) leads to an induced disproportionation of CgV+· in a water-organic two-phase system. This process yields the two-electron reduction product TV '-dioctyl-4,4'(l/f,lFf’)-bipyridylidene (CgV, 3). The induced disproportionation reaction is a result of opposite solubility properties of the disproportionation products in the two phases. The two-electron reductionproduct C8V (3) mediates the debromination of 1,2- and 1,1-dibromo substrates.

AB - Photochemical and chemical reduction of 7V,7V,-dioctyl-4,4'-bipyridinium (CSV2+, 1) to the corresponding radical cation CgV+· (2) leads to an induced disproportionation of CgV+· in a water-organic two-phase system. This process yields the two-electron reduction product TV '-dioctyl-4,4'(l/f,lFf’)-bipyridylidene (CgV, 3). The induced disproportionation reaction is a result of opposite solubility properties of the disproportionation products in the two phases. The two-electron reductionproduct C8V (3) mediates the debromination of 1,2- and 1,1-dibromo substrates.

M3 - Article

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 -