Literature DB >> 17384154

The activation of alkyl cyanides using a rhodiumtrispyrazolylborate complex.

Andrew J Vetter1, Ryan D Rieth, William D Jones.   

Abstract

The photochemical reaction of Tp'Rh(L)(eta2-PhN=L) [Tp' = tris-(3,5-dimethyl pyrazolyl)borate, L = CNCH(2)CMe(3)] to form the coordinatively unsaturated reactive fragment, [Tp'Rh(L)], in the presence of alkylnitriles has been studied. The [Tp'Rh(L)] complex has been shown to selectively activate the primary C H terminus of acetonitrile, propionitrile, butyronitrile, and valeronitrile. The resulting hydrides showed uncharacteristic stability in the presence of C(6)D(6) and their rates of reductive elimination were monitored by (1)H NMR spectroscopy. Competition reactions permit the establishment of the relative stabilities of the activation products.

Entities:  

Year:  2007        PMID: 17384154      PMCID: PMC1855398          DOI: 10.1073/pnas.0609726104

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN: 0027-8424            Impact factor:   11.205


  12 in total

1.  A stoichiometric aromatic CbondH borylation catalyzed by iridium(i)/2,2'-bipyridine complexes at room temperature.

Authors:  Tatsuo Ishiyama; Jun Takagi; John F Hartwig; Norio Miyaura
Journal:  Angew Chem Int Ed Engl       Date:  2002-08-16       Impact factor: 15.336

2.  Synthesis and Characterization of (Tris(3,5-dimethylpyrazolyl)borato)rhodium Alkyl and Vinyl Chloride Complexes.

Authors:  Douglas D. Wick; William D. Jones
Journal:  Inorg Chem       Date:  1997-06-18       Impact factor: 5.165

3.  Investigation of the mechanism of alkane reductive elimination and skeletal isomerization in Tp'Rh(CNneopentyl)(R)H complexes: the role of alkane complexes.

Authors:  T O Northcutt; D D Wick; A J Vetter; W D Jones
Journal:  J Am Chem Soc       Date:  2001-08-01       Impact factor: 15.419

4.  Sterically directed functionalization of aromatic C-H bonds: selective borylation ortho to cyano groups in arenes and heterocycles.

Authors:  Ghayoor A Chotana; Michael A Rak; Milton R Smith
Journal:  J Am Chem Soc       Date:  2005-08-03       Impact factor: 15.419

5.  Alkane coordination selectivity in hydrocarbon activation by [Tp'Rh(CNneopentyl)]: the role of alkane complexes.

Authors:  Andrew J Vetter; Christine Flaschenriem; William D Jones
Journal:  J Am Chem Soc       Date:  2005-09-07       Impact factor: 15.419

6.  Mild iridium-catalyzed borylation of arenes. High turnover numbers, room temperature reactions, and isolation of a potential intermediate.

Authors:  Tatsuo Ishiyama; Jun Takagi; Kousaku Ishida; Norio Miyaura; Natia R Anastasi; John F Hartwig
Journal:  J Am Chem Soc       Date:  2002-01-23       Impact factor: 15.419

7.  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

8.  C-H activation/borylation/oxidation: a one-pot unified route to meta-substituted phenols bearing ortho-/para-directing groups.

Authors:  Robert E Maleczka; Feng Shi; Daniel Holmes; Milton R Smith
Journal:  J Am Chem Soc       Date:  2003-07-02       Impact factor: 15.419

9.  Kinetics, thermodynamics, and effect of BPh3 on competitive C-C and C-H bond activation reactions in the interconversion of allyl cyanide by [Ni(dippe)].

Authors:  Nicole M Brunkan; Donna M Brestensky; William D Jones
Journal:  J Am Chem Soc       Date:  2004-03-24       Impact factor: 15.419

10.  A mechanistic investigation of the carbon-carbon bond cleavage of aryl and alkyl cyanides using a cationic RhIII silyl complex.

Authors:  Felicia L Taw; Alexander H Mueller; Robert G Bergman; Maurice Brookhart
Journal:  J Am Chem Soc       Date:  2003-08-13       Impact factor: 15.419

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  1 in total

1.  The coordination chemistry of saturated molecules.

Authors:  John E Bercaw; Jay A Labinger
Journal:  Proc Natl Acad Sci U S A       Date:  2007-04-24       Impact factor: 11.205

  1 in total

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