Literature DB >> 21090764

Synthesis of pyridine-borane complexes via electrophilic aromatic borylation.

Naoki Ishida1, Taisaku Moriya, Tsuyoshi Goya, Masahiro Murakami.   

Abstract

Pyridine-borane complexes were synthesized from 2-arylpyridines through an electrophilic aromatic borylation reaction with BBr(3). The intermediate 2-(2-dibromoborylaryl)pyridines were stable enough to be handled in air and served as the synthetic platform for variously substituted pyridine-borane complexes. This facile method would be useful for the synthesis of aza-π-conjugated materials having boron-nitrogen coordination.

Entities:  

Year:  2010        PMID: 21090764     DOI: 10.1021/jo101920p

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  16 in total

1.  Cationic tricoordinate boron intermediates: borenium chemistry from the organic perspective.

Authors:  Timothy S De Vries; Aleksandrs Prokofjevs; Edwin Vedejs
Journal:  Chem Rev       Date:  2012-04-20       Impact factor: 60.622

2.  Thermal Dehydrogenation of Base-Stabilized B2H5(+) Complexes and Its Role in C-H Borylation.

Authors:  Aleksandrs Prokofjevs
Journal:  Angew Chem Int Ed Engl       Date:  2015-09-17       Impact factor: 15.336

3.  N-Directed aliphatic C-H borylation using borenium cation equivalents.

Authors:  Aleksandrs Prokofjevs; Edwin Vedejs
Journal:  J Am Chem Soc       Date:  2011-11-23       Impact factor: 15.419

4.  Synthesis and Chiroptical Properties of Hexa-, Octa-, and Deca-azaborahelicenes: Influence of Helicene Size and of the Number of Boron Atoms.

Authors:  Chengshuo Shen; Monika Srebro-Hooper; Marion Jean; Nicolas Vanthuyne; Loïc Toupet; J A Gareth Williams; Alexis R Torres; Adrian J Riives; Gilles Muller; Jochen Autschbach; Jeanne Crassous
Journal:  Chemistry       Date:  2016-12-01       Impact factor: 5.236

5.  Electrophilic C-H Borylation and Related Reactions of B-H Boron Cations.

Authors:  Aleksandrs Prokofjevs; Janis Jermaks; Alina Borovika; Jeff W Kampf; Edwin Vedejs
Journal:  Organometallics       Date:  2013-11-25       Impact factor: 3.876

6.  Weakly stabilized primary borenium cations and their dicationic dimers.

Authors:  Aleksandrs Prokofjevs; Jeff W Kampf; Andrey Solovyev; Dennis P Curran; Edwin Vedejs
Journal:  J Am Chem Soc       Date:  2013-10-10       Impact factor: 15.419

7.  Enhancing electron affinity and tuning band gap in donor-acceptor organic semiconductors by benzothiadiazole directed C-H borylation.

Authors:  D L Crossley; I A Cade; E R Clark; A Escande; M J Humphries; S M King; I Vitorica-Yrezabal; M J Ingleson; M L Turner
Journal:  Chem Sci       Date:  2015-06-12       Impact factor: 9.825

Review 8.  BN Embedded Polycyclic π-Conjugated Systems: Synthesis, Optoelectronic Properties, and Photovoltaic Applications.

Authors:  Jianhua Huang; Yuqing Li
Journal:  Front Chem       Date:  2018-08-07       Impact factor: 5.221

9.  C-H Borylation/Cross-Coupling Forms Twisted Donor-Acceptor Compounds Exhibiting Donor-Dependent Delayed Emission.

Authors:  Daniel L Crossley; Pakapol Kulapichitr; James E Radcliffe; Jay J Dunsford; Inigo Vitorica-Yrezabal; Rachel J Kahan; Adam W Woodward; Michael L Turner; Joseph J W McDouall; Michael J Ingleson
Journal:  Chemistry       Date:  2018-06-25       Impact factor: 5.236

10.  Facile Arylation of Four-Coordinate Boron Halides by Borenium Cation Mediated Boro-desilylation and -destannylation.

Authors:  Daniel L Crossley; Jessica Cid; Liam D Curless; Michael L Turner; Michael J Ingleson
Journal:  Organometallics       Date:  2015-12-08       Impact factor: 3.876

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