Springer Nature
Russian Chemical Bulletin
,  том 65 ,  издание 6 ,  страницы 1550-1555

CuI-catalyzed N,N’-diarylation of diamines of adamantane series

Тип публикации: Journal Article
Дата публикации: 2016-06-01
Springer Nature
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SJR: 0.305
CiteScore: 2.8
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ISSN: 10665285, 15739171
General Chemistry
Краткое описание
A copper(I) complex-catalyzed N,N’-diarylation of diamines based on 1,3-disubstituted adamantane, using aryl iodides bearing electron-donating and electron-withdrawing substituents, was studied. In the case of 2,2’-(adamantane-1,3-diyl)ethanediamine, the optimal catalyst system is CuI—2-(isobutyryl)cyclohexanone—Cs2CO3—DMF. The highest yield of diarylation product was reached in the case of 4-methoxyiodobenzene (79%). In the case of more spatially hindered adamantane-1,3-diyldimethanamine, 1,1’-binaphthalene-2,2’-diol (BINOL) should be used, with the highest yield of the target product (84%) being reached in the reaction with iodobenzene.
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Panchenko S. P. et al. CuI-catalyzed N,N’-diarylation of diamines of adamantane series // Russian Chemical Bulletin. 2016. Vol. 65. No. 6. pp. 1550-1555.
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Panchenko S. P., Abel A. C., Averin A. D., Maloshitskaya O. A., Savelyev E. N., Orlinson B. S., Novakov I. A., Beletskaya I. P. CuI-catalyzed N,N’-diarylation of diamines of adamantane series // Russian Chemical Bulletin. 2016. Vol. 65. No. 6. pp. 1550-1555.
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TY - JOUR
DO - 10.1007/s11172-016-1481-1
UR - https://doi.org/10.1007/s11172-016-1481-1
TI - CuI-catalyzed N,N’-diarylation of diamines of adamantane series
T2 - Russian Chemical Bulletin
AU - Panchenko, S P
AU - Abel, A C
AU - Averin, A D
AU - Maloshitskaya, O A
AU - Savelyev, E N
AU - Orlinson, B S
AU - Novakov, I A
AU - Beletskaya, I P
PY - 2016
DA - 2016/06/01
PB - Springer Nature
SP - 1550-1555
IS - 6
VL - 65
SN - 1066-5285
SN - 1573-9171
ER -
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@article{2016_Panchenko,
author = {S P Panchenko and A C Abel and A D Averin and O A Maloshitskaya and E N Savelyev and B S Orlinson and I A Novakov and I P Beletskaya},
title = {CuI-catalyzed N,N’-diarylation of diamines of adamantane series},
journal = {Russian Chemical Bulletin},
year = {2016},
volume = {65},
publisher = {Springer Nature},
month = {jun},
url = {https://doi.org/10.1007/s11172-016-1481-1},
number = {6},
pages = {1550--1555},
doi = {10.1007/s11172-016-1481-1}
}
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Panchenko, S. P., et al. “CuI-catalyzed N,N’-diarylation of diamines of adamantane series.” Russian Chemical Bulletin, vol. 65, no. 6, Jun. 2016, pp. 1550-1555. https://doi.org/10.1007/s11172-016-1481-1.