Literature DB >> 19290359

Synthesis and isolation of a stable, axially-chiral seven-membered N-heterocyclic carbene.

Christopher C Scarborough, Ilia A Guzei, Shannon S Stahl.   

Abstract

A chiral seven-membered N-heterocyclic carbene (NHC) has been synthesized from its phenol adduct (NHC-HOPh) by a novel base-induced alpha-elimination method, and its donor strength has been determined from the IR stretching frequencies of the NHC-Rh(CO)(2)Cl complex.

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Year:  2009        PMID： 19290359      PMCID： PMC2790814          DOI： 10.1039/b902460c

Source DB:  PubMed          Journal:  Dalton Trans        ISSN： 1477-9226            Impact factor:   4.390


  19 in total

1.  Stable Carbenes.

Authors:  Didier Bourissou; Olivier Guerret; François P. Gabbaï; Guy Bertrand
Journal:  Chem Rev       Date:  2000-01-12       Impact factor: 60.622

2.  A stable four-membered N-heterocyclic carbene.

Authors:  Emmanuelle Despagnet-Ayoub; Robert H Grubbs
Journal:  J Am Chem Soc       Date:  2004-08-25       Impact factor: 15.419

Review 3.  Organocatalysis by N-heterocyclic carbenes.

Authors:  Dieter Enders; Oliver Niemeier; Alexander Henseler
Journal:  Chem Rev       Date:  2007-10-23       Impact factor: 60.622

4.  Quinone-annulated N-heterocyclic carbene-transition-metal complexes: observation of pi-backbonding using FT-IR spectroscopy and cyclic voltammetry.

Authors:  Matthew D Sanderson; Justin W Kamplain; Christopher W Bielawski
Journal:  J Am Chem Soc       Date:  2006-12-27       Impact factor: 15.419

Review 5.  Chiral N-heterocyclic carbenes as stereodirecting ligands in asymmetric catalysis.

Authors:  Vincent César; Stéphane Bellemin-Laponnaz; Lutz H Gade
Journal:  Chem Soc Rev       Date:  2004-11-03       Impact factor: 54.564

6.  Aerobic intramolecular oxidative amination of alkenes catalyzed by NHC-coordinated palladium complexes.

Authors:  Michelle M Rogers; Johanna E Wendlandt; Ilia A Guzei; Shannon S Stahl
Journal:  Org Lett       Date:  2006-05-25       Impact factor: 6.005

7.  A general and versatile approach to thermally generated N-heterocyclic carbenes.

Authors:  Gregory W Nyce; Szilard Csihony; Robert M Waymouth; James L Hedrick
Journal:  Chemistry       Date:  2004-08-20       Impact factor: 5.236

8.  N-heterocyclic carbenes: a new concept in organometallic catalysis.

Authors:  Wolfgang A Herrmann
Journal:  Angew Chem Int Ed Engl       Date:  2002-04-15       Impact factor: 15.336

9.  Heterocyclic carbenes: synthesis and coordination chemistry.

Authors:  F Ekkehardt Hahn; Mareike C Jahnke
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

10.  Constructing a stable carbene with a novel topology and electronic framework.

Authors:  Patrick Bazinet; Glenn P A Yap; Darrin S Richeson
Journal:  J Am Chem Soc       Date:  2003-11-05       Impact factor: 15.419
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  2 in total

Review 1.  Palladium(II)-catalyzed alkene functionalization via nucleopalladation: stereochemical pathways and enantioselective catalytic applications.

Authors:  Richard I McDonald; Guosheng Liu; Shannon S Stahl
Journal:  Chem Rev       Date:  2011-03-23       Impact factor: 60.622

2.  Experimental and theoretical investigations on the high-electron donor character of pyrido-annelated N-heterocyclic carbenes.

Authors:  Michael Nonnenmacher; Dominik M Buck; Doris Kunz
Journal:  Beilstein J Org Chem       Date:  2016-08-23       Impact factor: 2.883
  2 in total

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