Literature DB >> 24492644

Transition metal catalyzed borylation of functional π-systems.

Hiroshi Shinokubo1.   

Abstract

Borylated functional π-systems are useful building blocks to enable efficient synthesis of novel molecular architectures with beautiful structures, intriguing properties and unique functions. Introduction of boronic ester substituents to a variety of extended π-systems can be achieved through either iridium-catalyzed direct C-H borylation or the two-step procedure via electrophilic halogenation followed by palladium-catalyzed borylation. This review article focuses on our recent progress on borylation of large π-conjugated systems such as porphyrins, perylene bisimides, hexabenzocoronenes and dipyrrins.

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Year:  2014        PMID: 24492644      PMCID: PMC3923104          DOI: 10.2183/pjab.90.1

Source DB:  PubMed          Journal:  Proc Jpn Acad Ser B Phys Biol Sci        ISSN: 0386-2208            Impact factor:   3.493


  64 in total

1.  A porphyrin nanobarrel that encapsulates C(60).

Authors:  Jianxin Song; Naoki Aratani; Hiroshi Shinokubo; Atsuhiro Osuka
Journal:  J Am Chem Soc       Date:  2010-10-29       Impact factor: 15.419

2.  Expanded porphyrins: intriguing structures, electronic properties, and reactivities.

Authors:  Shohei Saito; Atsuhiro Osuka
Journal:  Angew Chem Int Ed Engl       Date:  2011-04-13       Impact factor: 15.336

3.  Remarkably selective iridium catalysts for the elaboration of aromatic C-H bonds.

Authors:  Jian-Yang Cho; Man Kin Tse; Daniel Holmes; Robert E Maleczka; Milton R Smith
Journal:  Science       Date:  2001-11-22       Impact factor: 47.728

4.  C-H bond functionalization in complex organic synthesis.

Authors:  Kamil Godula; Dalibor Sames
Journal:  Science       Date:  2006-04-07       Impact factor: 47.728

5.  Room temperature borylation of arenes and heteroarenes using stoichiometric amounts of pinacolborane catalyzed by iridium complexes in an inert solvent.

Authors:  Tatsuo Ishiyama; Yusuke Nobuta; John F Hartwig; Norio Miyaura
Journal:  Chem Commun (Camb)       Date:  2003-12-07       Impact factor: 6.222

6.  Synthesis of directly and doubly linked dioxoisobacteriochlorin dimers.

Authors:  Satoru Hiroto; Ichiro Hisaki; Hiroshi Shinokubo; Atsuhiro Osuka
Journal:  J Am Chem Soc       Date:  2008-12-03       Impact factor: 15.419

7.  Zwitterionic corroles: regioselective nucleophilic pyridination of a doubly linked biscorrole.

Authors:  Satoru Hiroto; Naoki Aratani; Naoki Shibata; Yoshiki Higuchi; Takahiro Sasamori; Norihiro Tokitoh; Hiroshi Shinokubo; Atsuhiro Osuka
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

Review 8.  C-H bond functionalization: emerging synthetic tools for natural products and pharmaceuticals.

Authors:  Junichiro Yamaguchi; Atsushi D Yamaguchi; Kenichiro Itami
Journal:  Angew Chem Int Ed Engl       Date:  2012-08-06       Impact factor: 15.336

9.  Pushing the Ir-catalyzed C-H polyborylation of aromatic compounds to maximum capacity by exploiting reversibility.

Authors:  Maria N Eliseeva; Lawrence T Scott
Journal:  J Am Chem Soc       Date:  2012-09-05       Impact factor: 15.419

10.  Selective bromination of perylene diimides under mild conditions.

Authors:  Paramasivan Rajasingh; Revital Cohen; Elijah Shirman; Linda J W Shimon; Boris Rybtchinski
Journal:  J Org Chem       Date:  2007-06-30       Impact factor: 4.354

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  2 in total

1.  Robust dicopper(i) μ-boryl complexes supported by a dinucleating naphthyridine-based ligand.

Authors:  Pablo Ríos; Matthew S See; Rex C Handford; Simon J Teat; T Don Tilley
Journal:  Chem Sci       Date:  2022-05-13       Impact factor: 9.969

2.  Regioselective Diversification of 2,1-Borazaronaphthalenes: Unlocking Isosteric Space via C-H Activation.

Authors:  Geraint H M Davies; Matthieu Jouffroy; Fatemeh Sherafat; Borna Saeednia; Casey Howshall; Gary A Molander
Journal:  J Org Chem       Date:  2017-07-17       Impact factor: 4.354

  2 in total

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