Selective synthesis of phenanthrenes and dihydrophenanthrenes via gold-catalyzed cycloisomerization of biphenyl embedded trienynes

Readily available o′-alkenyl-o-alkynylbiaryls, a particular type of 1,7-enynes, undergo a selective cycloisomerization reaction in the presence of a gold(I) catalyst to give interesting phenanthrene and dihydrophenanthrene derivatives in high yields. The solvent used provokes a switch in the evoluti...

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Authors: Milián, Ana; García García, Patricia; Pérez Redondo, Adrián; Sanz Díez, Roberto; Vaquero, Juan J.; Fernández Rodríguez, Manuel A.
Format: Article
Status:Accepted version
Publication date:2020
Country:España
Institution:Universidad de Burgos (UBU)
Repository:Repositorio Institucional de la Universidad de Burgos (RIUBU)
OAI Identifier:oai:riubu.ubu.es:10259/5546
Online Access:http://hdl.handle.net/10259/5546
Access Level:Open access
Keyword:Hydrocarbons
Catalysts
Isomerization
Aromatic compounds
Solvents
Química orgánica
Chemistry, Organic
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author Milián, Ana
author2 García García, Patricia
Pérez Redondo, Adrián
Sanz Díez, Roberto
Vaquero, Juan J.
Fernández Rodríguez, Manuel A.
author2_role author
author
author
author
author
author_browse Fernández Rodríguez, Manuel A.
García García, Patricia
Milián, Ana
Pérez Redondo, Adrián
Sanz Díez, Roberto
Vaquero, Juan J.
author_facet Milián, Ana
García García, Patricia
Pérez Redondo, Adrián
Sanz Díez, Roberto
Vaquero, Juan J.
Fernández Rodríguez, Manuel A.
author_role author
collection Repositorio Institucional de la Universidad de Burgos (RIUBU)
description Readily available o′-alkenyl-o-alkynylbiaryls, a particular type of 1,7-enynes, undergo a selective cycloisomerization reaction in the presence of a gold(I) catalyst to give interesting phenanthrene and dihydrophenanthrene derivatives in high yields. The solvent used provokes a switch in the evolution of the gold intermediate and plays a key role in the reaction outcome.
eu_rights_str_mv openAccess
format article
id ES_e6f32b7e4bf689c2009fa4504fc93948
institution Universidad de Burgos (UBU)
instname_str Universidad de Burgos (UBU)
network_acronym_str ES
network_name_str España
oai_identifier_str oai:riubu.ubu.es:10259/5546
publishDate 2020
publishDateSort 2020
publisher American Chemical Society
publisherStr American Chemical Society
reponame_str Repositorio Institucional de la Universidad de Burgos (RIUBU)
spelling Selective synthesis of phenanthrenes and dihydrophenanthrenes via gold-catalyzed cycloisomerization of biphenyl embedded trienynes Milián, Ana García García, Patricia Pérez Redondo, Adrián Sanz Díez, Roberto Vaquero, Juan J. Fernández Rodríguez, Manuel A. Hydrocarbons Catalysts Isomerization Aromatic compounds Solvents Química orgánica Chemistry, Organic Readily available o′-alkenyl-o-alkynylbiaryls, a particular type of 1,7-enynes, undergo a selective cycloisomerization reaction in the presence of a gold(I) catalyst to give interesting phenanthrene and dihydrophenanthrene derivatives in high yields. The solvent used provokes a switch in the evolution of the gold intermediate and plays a key role in the reaction outcome. Ministerio de Economıá y Competitividad (MINECO), AEI and FEDER (projects CTQ2017- 85263-R and CTQ2016-75023-C2-1-P), Instituto de Salud Carlos III (FEDER funds, ISCIII RETIC REDINREN RD16/ 0009/0015), Junta de Castilla y León and FEDER (BU291P18), and University of Alcalá (projects CCGP2017- EXP/016 and CCG2018/EXP-008 American Chemical Society http://hdl.handle.net/10259/5546
spellingShingle Selective synthesis of phenanthrenes and dihydrophenanthrenes via gold-catalyzed cycloisomerization of biphenyl embedded trienynes
Milián, Ana
Hydrocarbons
Catalysts
Isomerization
Aromatic compounds
Solvents
Química orgánica
Chemistry, Organic
status_str acceptedVersion
title Selective synthesis of phenanthrenes and dihydrophenanthrenes via gold-catalyzed cycloisomerization of biphenyl embedded trienynes
title_full Selective synthesis of phenanthrenes and dihydrophenanthrenes via gold-catalyzed cycloisomerization of biphenyl embedded trienynes
title_fullStr Selective synthesis of phenanthrenes and dihydrophenanthrenes via gold-catalyzed cycloisomerization of biphenyl embedded trienynes
title_full_unstemmed Selective synthesis of phenanthrenes and dihydrophenanthrenes via gold-catalyzed cycloisomerization of biphenyl embedded trienynes
title_short Selective synthesis of phenanthrenes and dihydrophenanthrenes via gold-catalyzed cycloisomerization of biphenyl embedded trienynes
title_sort Selective synthesis of phenanthrenes and dihydrophenanthrenes via gold-catalyzed cycloisomerization of biphenyl embedded trienynes
topic Hydrocarbons
Catalysts
Isomerization
Aromatic compounds
Solvents
Química orgánica
Chemistry, Organic
topic_facet Hydrocarbons
Catalysts
Isomerization
Aromatic compounds
Solvents
Química orgánica
Chemistry, Organic
url http://hdl.handle.net/10259/5546