Literature DB >> 19753371

Pronounced effects of substituents on the iridium-catalyzed borylation of aryl C-H bonds.

Carl W Liskey1, Carolyn S Wei, Dale R Pahls, John F Hartwig.   

Abstract

Iridium trisboryl complexes containing bisphosphine and bipyridine ligands and pinacolate and catecholate substituents on boron are reported. A large difference in reactivity towards the borylation of C-H bonds is observed for this series of trisboryl complexes, and this difference is attributed to the electron-donating properties of the pinacolate vs. catecholate groups, and the steric and electronic properties of bipyridine vs. bisphosphine ligands.

Entities:  

Year:  2009        PMID： 19753371     DOI： 10.1039/b913949d

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  6 in total

1.  Reversible Borylene Formation from Ring Opening of Pinacolborane and Other Intermediates Generated from Five-Coordinate Tris-Boryl Complexes: Implications for Catalytic C-H Borylation.

Authors:  Behnaz Ghaffari; Britt A Vanchura; Ghayoor A Chotana; Richard J Staples; Daniel Holmes; Robert E Maleczka; Milton R Smith
Journal:  Organometallics       Date:  2015-08-11       Impact factor: 3.876

2.  Practical radical cyclizations with arylboronic acids and trifluoroborates.

Authors:  Jonathan W Lockner; Darryl D Dixon; Rune Risgaard; Phil S Baran
Journal:  Org Lett       Date:  2011-09-16       Impact factor: 6.005

3.  Catalytic borylation of methane.

Authors:  Kyle T Smith; Simon Berritt; Mariano González-Moreiras; Seihwan Ahn; Milton R Smith; Mu-Hyun Baik; Daniel J Mindiola
Journal:  Science       Date:  2016-03-25       Impact factor: 47.728

4.  Electronic effects in iridium C-H borylations: insights from unencumbered substrates and variation of boryl ligand substituents.

Authors:  Britt A Vanchura; Sean M Preshlock; Philipp C Roosen; Venkata A Kallepalli; Richard J Staples; Robert E Maleczka; Daniel A Singleton; Milton R Smith
Journal:  Chem Commun (Camb)       Date:  2010-09-20       Impact factor: 6.222

5.  Getting the sterics just right: a five-coordinate iridium trisboryl complex that reacts with C-H bonds at room temperature.

Authors:  Ghayoor A Chotana; Britt A Vanchura; Man Kin Tse; Richard J Staples; Robert E Maleczka; Milton R Smith
Journal:  Chem Commun (Camb)       Date:  2009-09-04       Impact factor: 6.222

6.  Mechanism, reactivity, and selectivity of the iridium-catalyzed C(sp3)-H borylation of chlorosilanes.

Authors:  Genping Huang; Marcin Kalek; Rong-Zhen Liao; Fahmi Himo
Journal:  Chem Sci       Date:  2014-12-04       Impact factor: 9.825
  6 in total

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