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Synthesis of 4'-alkyl-[1,1'-biphenyl]-2,3'-dicarbonitriles via dimerisation of phthalonitrile radical anion in liquid ammonia. / Peshkov, Roman Yu; Wang, Chunyan; Panteleeva, Elena V. et al.

In: Arkivoc, Vol. 2018, No. 7, 25.11.2018, p. 349-356.

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@article{2d4b6216592f402d9e79a6d3178a361f,
title = "Synthesis of 4'-alkyl-[1,1'-biphenyl]-2,3'-dicarbonitriles via dimerisation of phthalonitrile radical anion in liquid ammonia",
abstract = "Single-electron reduction of phthalonitrile by metallic lithium in liquid ammonia resulted in a radical anion salt that underwent dimerisation yielding a long-lived intermediate, the 1,2-dicyano-4-(2-cyanophenyl)cyclohexa-2,5-dienyl anion. Alkylation of this anion with primary alkyl iodides resulted in a convenient one-pot synthesis of 4'-alkyl-[1,1'-biphenyl]-2,3'-dicarbonitriles.",
keywords = "Biphenyl-2,3'-dicarbonitriles, Dimerisation, Phthalonitrile, Radical anions, Reductive alkylation, MOLDEN, dimerisation, TEREPHTHALONITRILE DIANION, radical anions, ARENES, FRAMEWORKS, biphenyl-2,3 '-dicarbonitriles, REDUCTIVE ACTIVATION, reductive alkylation",
author = "Peshkov, {Roman Yu} and Chunyan Wang and Panteleeva, {Elena V.} and Tretyakov, {Evgeny V.}",
year = "2018",
month = nov,
day = "25",
doi = "10.24820/ark.5550190.p010.764",
language = "English",
volume = "2018",
pages = "349--356",
journal = "Arkivoc",
issn = "1551-7004",
publisher = "Arkat USA",
number = "7",

}

RIS

TY - JOUR

T1 - Synthesis of 4'-alkyl-[1,1'-biphenyl]-2,3'-dicarbonitriles via dimerisation of phthalonitrile radical anion in liquid ammonia

AU - Peshkov, Roman Yu

AU - Wang, Chunyan

AU - Panteleeva, Elena V.

AU - Tretyakov, Evgeny V.

PY - 2018/11/25

Y1 - 2018/11/25

N2 - Single-electron reduction of phthalonitrile by metallic lithium in liquid ammonia resulted in a radical anion salt that underwent dimerisation yielding a long-lived intermediate, the 1,2-dicyano-4-(2-cyanophenyl)cyclohexa-2,5-dienyl anion. Alkylation of this anion with primary alkyl iodides resulted in a convenient one-pot synthesis of 4'-alkyl-[1,1'-biphenyl]-2,3'-dicarbonitriles.

AB - Single-electron reduction of phthalonitrile by metallic lithium in liquid ammonia resulted in a radical anion salt that underwent dimerisation yielding a long-lived intermediate, the 1,2-dicyano-4-(2-cyanophenyl)cyclohexa-2,5-dienyl anion. Alkylation of this anion with primary alkyl iodides resulted in a convenient one-pot synthesis of 4'-alkyl-[1,1'-biphenyl]-2,3'-dicarbonitriles.

KW - Biphenyl-2,3'-dicarbonitriles

KW - Dimerisation

KW - Phthalonitrile

KW - Radical anions

KW - Reductive alkylation

KW - MOLDEN

KW - dimerisation

KW - TEREPHTHALONITRILE DIANION

KW - radical anions

KW - ARENES

KW - FRAMEWORKS

KW - biphenyl-2,3 '-dicarbonitriles

KW - REDUCTIVE ACTIVATION

KW - reductive alkylation

UR - http://www.scopus.com/inward/record.url?scp=85058940519&partnerID=8YFLogxK

U2 - 10.24820/ark.5550190.p010.764

DO - 10.24820/ark.5550190.p010.764

M3 - Article

AN - SCOPUS:85058940519

VL - 2018

SP - 349

EP - 356

JO - Arkivoc

JF - Arkivoc

SN - 1551-7004

IS - 7

ER -

ID: 18073497