Literature DB >> 10720320

Thermal, catalytic, regiospecific functionalization of alkanes

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Abstract

The formation of a single product from terminal functionalization of linear alkanes from a transition metal-catalyzed reaction is reported. The rhodium complex Cp*Rh(eta(4)-C(6)Me(6)) (Cp*, C(5)Me(5); Me, methyl) catalyzes the high-yield formation of linear alkylboranes from commercially available borane reagents under thermal conditions. These reactions now allow catalytic, regiospecific functionalization of alkanes under thermal conditions. The organoborane products are among the most versatile synthetic intermediates in chemistry and serve as convenient precursors to alcohols, amines, and other common classes of functionalized molecules.

Entities:  

Year:  2000        PMID: 10720320     DOI: 10.1126/science.287.5460.1995

Source DB:  PubMed          Journal:  Science        ISSN: 0036-8075            Impact factor:   47.728


  57 in total

1.  In-situ Dimanganese Catalyst for Fast Screening of Molecular Recognition Catalysts for Regioselective Oxygenation of an sp C-H Bond.

Authors:  Siddhartha Das; Gary W Brudvig; Robert H Crabtree
Journal:  Inorganica Chim Acta       Date:  2009-03-02       Impact factor: 2.545

Review 2.  Nickel-catalyzed cross-couplings involving carbon-oxygen bonds.

Authors:  Brad M Rosen; Kyle W Quasdorf; Daniella A Wilson; Na Zhang; Ana-Maria Resmerita; Neil K Garg; Virgil Percec
Journal:  Chem Rev       Date:  2010-12-06       Impact factor: 60.622

3.  Unsupported boron-carbon σ-coordination to platinum as an isolable snapshot of σ-bond activation.

Authors:  Holger Braunschweig; Peter Brenner; Rian D Dewhurst; Ivo Krummenacher; Bernd Pfaffinger; Alfredo Vargas
Journal:  Nat Commun       Date:  2012-05-29       Impact factor: 14.919

4.  Palladium-catalyzed borylation of primary alkyl bromides.

Authors:  Amruta Joshi-Pangu; Xinghua Ma; Mohamed Diane; Sidra Iqbal; Robert J Kribs; Richard Huang; Chao-Yuan Wang; Mark R Biscoe
Journal:  J Org Chem       Date:  2012-07-23       Impact factor: 4.354

5.  Benzyltriboronates: Building Blocks for Diastereoselective Carbon-Carbon Bond Formation.

Authors:  W Neil Palmer; Cayetana Zarate; Paul J Chirik
Journal:  J Am Chem Soc       Date:  2017-02-13       Impact factor: 15.419

Review 6.  Carbon-heteroatom bond formation catalysed by organometallic complexes.

Authors:  John F Hartwig
Journal:  Nature       Date:  2008-09-18       Impact factor: 49.962

7.  Green chemistry for chemical synthesis.

Authors:  Chao-Jun Li; Barry M Trost
Journal:  Proc Natl Acad Sci U S A       Date:  2008-09-03       Impact factor: 11.205

8.  Activation of sp3 C-H bonds with cobalt(I): catalytic synthesis of enamines.

Authors:  Andrew D Bolig; Maurice Brookhart
Journal:  J Am Chem Soc       Date:  2007-11-07       Impact factor: 15.419

9.  Selective oxidation of carbolide C-H bonds by an engineered macrolide P450 mono-oxygenase.

Authors:  Shengying Li; Mani Raj Chaulagain; Allison R Knauff; Larissa M Podust; John Montgomery; David H Sherman
Journal:  Proc Natl Acad Sci U S A       Date:  2009-10-15       Impact factor: 11.205

10.  Ligand-Promoted Borylation of C(sp(3))-H Bonds with Palladium(II) Catalysts.

Authors:  Jian He; Heng Jiang; Ryosuke Takise; Ru-Yi Zhu; Gang Chen; Hui-Xiong Dai; T G Murali Dhar; Jun Shi; Hao Zhang; Peter T W Cheng; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2015-11-27       Impact factor: 15.336

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