Open Access
Open access
Beilstein-Institut
Beilstein Journal of Organic Chemistry
,  volume 16 ,  pages 2534-2539

A new method for the synthesis of diamantane by hydroisomerization of binor-S on treatment with sulfuric acid

Publication type: Journal Article
Publication date: 2020-10-12
Beilstein-Institut
scimago Q2
wos Q3
SJR: 0.482
CiteScore: 3.8
Impact factor: 2.1
ISSN: 18605397
DOI:  10.3762/bjoc.16.205
PubMed ID:  33133285
Organic Chemistry
Abstract

A new method was developed for the direct synthesis of the second representative of the homologous series of diamond-like hydrocarbons, diamantane, in 65% yield by hydroisomerization of the norbornadiene dimer, endo-endo-heptacyclo[8.4.0.02,12.03,8.04,6.05,9.011,13]tetradecane (binor-S) on treatment with concentrated sulfuric acid (98%). In the presence of H2SO4 of lower concentration (75–80%), the reaction stops after the hydrogenation step giving endo-endo-pentacyclo[7.3.1.12,5.18,10.03,7]tetradecane in 68% yield with excellent selectivity (100%).

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Aminov R. I., Khusnutdinov R. I. A new method for the synthesis of diamantane by hydroisomerization of binor-S on treatment with sulfuric acid // Beilstein Journal of Organic Chemistry. 2020. Vol. 16. pp. 2534-2539.
GOST all authors (up to 50) Copy
Aminov R. I., Khusnutdinov R. I. A new method for the synthesis of diamantane by hydroisomerization of binor-S on treatment with sulfuric acid // Beilstein Journal of Organic Chemistry. 2020. Vol. 16. pp. 2534-2539.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.3762/bjoc.16.205
UR - https://doi.org/10.3762/bjoc.16.205
TI - A new method for the synthesis of diamantane by hydroisomerization of binor-S on treatment with sulfuric acid
T2 - Beilstein Journal of Organic Chemistry
AU - Aminov, Rishat I
AU - Khusnutdinov, Ravil I
PY - 2020
DA - 2020/10/12
PB - Beilstein-Institut
SP - 2534-2539
VL - 16
PMID - 33133285
SN - 1860-5397
ER -
BibTex
Cite this
BibTex (up to 50 authors) Copy
@article{2020_Aminov,
author = {Rishat I Aminov and Ravil I Khusnutdinov},
title = {A new method for the synthesis of diamantane by hydroisomerization of binor-S on treatment with sulfuric acid},
journal = {Beilstein Journal of Organic Chemistry},
year = {2020},
volume = {16},
publisher = {Beilstein-Institut},
month = {oct},
url = {https://doi.org/10.3762/bjoc.16.205},
pages = {2534--2539},
doi = {10.3762/bjoc.16.205}
}
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