Literature DB >> 19572305

A persistent alpha-fluorocarbanion and its analogues: preparation, characterization, and computational study.

G K Surya Prakash1, Fang Wang, Nan Shao, Thomas Mathew, Golam Rasul, Ralf Haiges, Timothy Stewart, George A Olah.   

Abstract

Fluoro power: In agreement with theoretical studies on alpha-fluorocarbanions an X-ray crystal structure shows the alpha-fluorobis(phenylsulfonyl)methide anion adopts a pyramidal configuration (see picture). High-level calculations and NMR spectroscopy studies demonstrate that electron-withdrawing substituents play a crucial role in modulating the properties of bis(phenylsulfonyl)methide anions.

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Year:  2009        PMID: 19572305     DOI: 10.1002/anie.200901414

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  4 in total

1.  Bürgenstock 2010: Stereochemistry on the shores.

Authors:  Paul W Davies
Journal:  Nat Chem       Date:  2010-12       Impact factor: 24.427

2.  Ylide-Functionalization via Metalated Ylides: Synthesis and Structural Properties.

Authors:  Christopher Schwarz; Thorsten Scherpf; Ilja Rodstein; Julia Weismann; Kai-Stephan Feichtner; Viktoria H Gessner
Journal:  ChemistryOpen       Date:  2019-05-15       Impact factor: 2.911

3.  Synthesis of Fluoroolefins via Julia-Kocienski Olefination.

Authors:  Barbara Zajc; Rakesh Kumar
Journal:  Synthesis (Stuttg)       Date:  2010       Impact factor: 3.157

4.  Fluorine-induced diastereodivergence discovered in an equally rare enantioselective syn-aza-Henry reaction.

Authors:  Jade A Bing; Nathan D Schley; Jeffrey N Johnston
Journal:  Chem Sci       Date:  2022-02-14       Impact factor: 9.825

  4 in total

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