Direct assembly of polyarenes via C-C coupling using PIFA/BF 3•Et2O

Enrico Faggi; Rosa M. Sebastián; Roser Pleixats; Adelina Vallribera; Alexandr Shafir; Alejandra Rodríguez-Gimeno; Carmen Ramírez De Arellano

doi:10.1021/ja107467c

Direct assembly of polyarenes via C-C coupling using PIFA/BF ₃•Et₂O

Enrico Faggi, Rosa M. Sebastián, Roser Pleixats, Adelina Vallribera, Alexandr Shafir, Alejandra Rodríguez-Gimeno, Carmen Ramírez De Arellano

Departament de Química

Producció científica: Contribució a revista › Article › Recerca › Avaluat per experts

47 Cites (Scopus)

Resum

Direct oxidative Kita-type coupling between naphthalene and substituted benzenes was found to proceed via four-component coupling, leading to a linear tetraarene with a binaphthalene core. The methodology was extendable to the coupling of unfunctionalized 1,1′-binaphthalene with mesitylene to give a linear hexaarene product in a remarkably chemoselective manner in 87% yield. The method represents an attractive alternative to the traditional syntheses of related oligonaphthalene products via a sequence of metal-catalyzed cross-coupling steps. © 2010 American Chemical Society.

Idioma original	Anglès
Pàgines (de-a)	17980-17982
Revista	Journal of the American Chemical Society
Volum	132
Número	51
DOIs	https://doi.org/10.1021/ja107467c
Estat de la publicació	Publicada - 29 de des. 2010

Accés al document

10.1021/ja107467c

Altres arxius i enllaços

https://www.scopus.com/pages/publications/78650621442

Com citar-ho

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title = "Direct assembly of polyarenes via C-C coupling using PIFA/BF 3•Et2O",

abstract = "Direct oxidative Kita-type coupling between naphthalene and substituted benzenes was found to proceed via four-component coupling, leading to a linear tetraarene with a binaphthalene core. The methodology was extendable to the coupling of unfunctionalized 1,1′-binaphthalene with mesitylene to give a linear hexaarene product in a remarkably chemoselective manner in 87\% yield. The method represents an attractive alternative to the traditional syntheses of related oligonaphthalene products via a sequence of metal-catalyzed cross-coupling steps. {\textcopyright} 2010 American Chemical Society.",

author = "Enrico Faggi and Sebasti{\'a}n, \{Rosa M.\} and Roser Pleixats and Adelina Vallribera and Alexandr Shafir and Alejandra Rodr{\'i}guez-Gimeno and \{Ram{\'i}rez De Arellano\}, Carmen",

year = "2010",

month = dec,

day = "29",

doi = "10.1021/ja107467c",

language = "English",

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T1 - Direct assembly of polyarenes via C-C coupling using PIFA/BF 3•Et2O

AU - Faggi, Enrico

AU - Sebastián, Rosa M.

AU - Pleixats, Roser

AU - Vallribera, Adelina

AU - Shafir, Alexandr

AU - Rodríguez-Gimeno, Alejandra

AU - Ramírez De Arellano, Carmen

PY - 2010/12/29

Y1 - 2010/12/29

N2 - Direct oxidative Kita-type coupling between naphthalene and substituted benzenes was found to proceed via four-component coupling, leading to a linear tetraarene with a binaphthalene core. The methodology was extendable to the coupling of unfunctionalized 1,1′-binaphthalene with mesitylene to give a linear hexaarene product in a remarkably chemoselective manner in 87% yield. The method represents an attractive alternative to the traditional syntheses of related oligonaphthalene products via a sequence of metal-catalyzed cross-coupling steps. © 2010 American Chemical Society.

AB - Direct oxidative Kita-type coupling between naphthalene and substituted benzenes was found to proceed via four-component coupling, leading to a linear tetraarene with a binaphthalene core. The methodology was extendable to the coupling of unfunctionalized 1,1′-binaphthalene with mesitylene to give a linear hexaarene product in a remarkably chemoselective manner in 87% yield. The method represents an attractive alternative to the traditional syntheses of related oligonaphthalene products via a sequence of metal-catalyzed cross-coupling steps. © 2010 American Chemical Society.

UR - https://www.scopus.com/pages/publications/78650621442

U2 - 10.1021/ja107467c

DO - 10.1021/ja107467c

M3 - Article

SN - 0002-7863

VL - 132

SP - 17980

EP - 17982

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 51