Synthesis of Phenanthridines via a Rhodium-Catalyzed C-C Bond Cleavage Reaction of Biphenylene with Nitriles
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F16%3A10336286" target="_blank" >RIV/00216208:11310/16:10336286 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1055/s-0035-1561343" target="_blank" >http://dx.doi.org/10.1055/s-0035-1561343</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1055/s-0035-1561343" target="_blank" >10.1055/s-0035-1561343</a>
Alternative languages
Result language
angličtina
Original language name
Synthesis of Phenanthridines via a Rhodium-Catalyzed C-C Bond Cleavage Reaction of Biphenylene with Nitriles
Original language description
The reaction of biphenylene with various nitriles in the presence of catalytic amount of [Rh(cod)(2)BF4]/dppe under microwave irradiation afforded 9-substituted phenanthridines. The reaction with alkyl and aromatic nitriles provided the corresponding 9-substituted phenanthridines in 26-79% isolated yields. The reaction was also carried out with cyanopyridines and it provided heterocyclic compounds with the bipyridine and terpyridine scaffold. The synthesized bipyridine and terpyridine were complexed with [Rh(cod)Cl](2). The former provided a Rh(III) complex in which the cyclooctadiene moiety was oxidized to the tetrahydrofuran ring, whereas the latter gave a structurally fluxional complex (in solution) with only one pyridine ring coordinated to the rhodium atom.
Czech name
—
Czech description
—
Classification
Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
—
Result continuities
Project
<a href="/en/project/GAP207%2F11%2F0587" target="_blank" >GAP207/11/0587: Development and Application of Catalysts Based on Chiral Bipyridine Scaffold</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2016
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Synthesis
ISSN
0039-7881
e-ISSN
—
Volume of the periodical
48
Issue of the periodical within the volume
7
Country of publishing house
DE - GERMANY
Number of pages
10
Pages from-to
987-996
UT code for WoS article
000372882200008
EID of the result in the Scopus database
2-s2.0-84977853374