Literature DB >> 12109094

The fluorine gauche effect. Langmuir isotherms report the relative conformational stability of (+/-)-erythro- and (+/-)-threo-9,10-difluorostearic acids.

Mustafa Tavasli1, David O'Hagan, Christopher Pearson, Michael C Petty.   

Abstract

(+/-)-Erythro- and (+/-)-threo-9,10-difluorostearic acids, which differ only by a stereogenic interconversion of a single C-F bond, have significantly different conformational stabilities.

Entities:  

Year:  2002        PMID： 12109094     DOI： 10.1039/b202891c

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


  8 in total

1.  Catalytic, Enantioselective 1,2-Difluorination of Cinnamamides.

Authors:  Moriana K Haj; Steven M Banik; Eric N Jacobsen
Journal:  Org Lett       Date:  2019-04-09       Impact factor: 6.005

2.  Comprehensive structural studies of 2',3'-difluorinated nucleosides: comparison of theory, solution, and solid state.

Authors:  Joseph J Barchi; Rajeshri G Karki; Marc C Nicklaus; Maqbool A Siddiqui; Clifford George; Igor A Mikhailopulo; Victor E Marquez
Journal:  J Am Chem Soc       Date:  2008-06-18       Impact factor: 15.419

3.  Synthesis and crystallographic analysis of meso-2,3-difluoro-1,4-butanediol and meso-1,4-dibenzyloxy-2,3-difluorobutane.

Authors:  Bruno Linclau; Leo Leung; Jean Nonnenmacher; Graham Tizzard
Journal:  Beilstein J Org Chem       Date:  2010-06-08       Impact factor: 2.883

4.  The vicinal difluoro motif: The synthesis and conformation of erythro- and threo- diastereoisomers of 1,2-difluorodiphenylethanes, 2,3-difluorosuccinic acids and their derivatives.

Authors:  David O'Hagan; Henry S Rzepa; Martin Schüler; Alexandra M Z Slawin
Journal:  Beilstein J Org Chem       Date:  2006-10-02       Impact factor: 2.883

5.  Stereochemistry and biological activity of chlorinated lipids: a study of danicalipin A and selected diastereomers.

Authors:  J Boshkow; S Fischer; A M Bailey; S Wolfrum; E M Carreira
Journal:  Chem Sci       Date:  2017-08-09       Impact factor: 9.825

6.  The Effect of Vicinal Difluorination on the Conformation and Potency of Histone Deacetylase Inhibitors.

Authors:  A Daryl Ariawan; Flora Mansour; Nicole Richardson; Mohan Bhadbhade; Junming Ho; Luke Hunter
Journal:  Molecules       Date:  2021-06-29       Impact factor: 4.411

7.  Difluoromethanesulfonyl hypervalent iodonium ylides for electrophilic difluoromethylthiolation reactions under copper catalysis.

Authors:  Sadayuki Arimori; Okiya Matsubara; Masahiro Takada; Motoo Shiro; Norio Shibata
Journal:  R Soc Open Sci       Date:  2016-05-25       Impact factor: 2.963

8.  Triphilic Ionic-Liquid Mixtures: Fluorinated and Non-fluorinated Aprotic Ionic-Liquid Mixtures.

Authors:  Oldamur Hollóczki; Marina Macchiagodena; Henry Weber; Martin Thomas; Martin Brehm; Annegret Stark; Olga Russina; Alessandro Triolo; Barbara Kirchner
Journal:  Chemphyschem       Date:  2015-08-25       Impact factor: 3.102
  8 in total

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