volume 65 issue 6 pages 1550-1555

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

Publication typeJournal Article
Publication date2016-06-01
scimago Q3
SJR0.305
CiteScore2.8
Impact factor
ISSN10665285, 15739171
General Chemistry
Abstract
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.
GOST all authors (up to 50) Copy
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.
RIS |
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RIS Copy
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 -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@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}
}
MLA
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MLA Copy
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.