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