Literature DB >> 20922721

Synthesis and structural aspects of N-triflylphosphoramides and their calcium salts--highly acidic and effective Brønsted acids.

Magnus Rueping1, Boris J Nachtsheim, René M Koenigs, Winai Ieawsuwan.   

Abstract

Recently, 1,1'-bi-2-naphthol (BINOL)-based N-triflylphosphoramides emerged as a new class of potent Brønsted acid catalysts. In this paper we describe the efficient synthesis of various BINOL-based N-triflylphosphoramides and their calcium salts. Furthermore, X-ray crystal structure analysis combined with energy-dispersive X-ray spectroscopy (EDX) measurements confirmed that the synthesised chiral N-triflylphosphoramides are highly acidic metal-free catalysts.

Entities:  

Year:  2010        PMID: 20922721     DOI: 10.1002/chem.201001438

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  6 in total

1.  Divergent Reaction Pathways for Phenol Arylation by Arynes: Synthesis of Helicenes and 2-Arylphenols.

Authors:  Thanh Truong; Olafs Daugulis
Journal:  Chem Sci       Date:  2013       Impact factor: 9.825

2.  Catalytic asymmetric aza-Darzens reaction with a vaulted biphenanthrol magnesium phosphate salt.

Authors:  Shawn E Larson; Guilong Li; Gerald B Rowland; Denise Junge; Rongcai Huang; H Lee Woodcock; Jon C Antilla
Journal:  Org Lett       Date:  2011-04-05       Impact factor: 6.005

3.  Organocatalytic Fluorogenic Synthesis of Chromenes.

Authors:  Mina Raeisolsadati Oskouei; Albert M Brouwer
Journal:  J Fluoresc       Date:  2017-02-21       Impact factor: 2.217

4.  Calcium(ii)-catalyzed enantioselective conjugate additions of amines.

Authors:  Brice E Uno; Rachel D Dicken; Louis R Redfern; Charlotte M Stern; Greg G Krzywicki; Karl A Scheidt
Journal:  Chem Sci       Date:  2018-01-10       Impact factor: 9.825

5.  Inducing a pH-dependent conformational response by competitive binding to Zn2+ of a series of chiral ligands of disparate basicity.

Authors:  Matthew M Wootten; Bryden A F Le Bailly; Sofja Tshepelevitsh; Ivo Leito; Jonathan Clayden
Journal:  Chem Sci       Date:  2022-01-17       Impact factor: 9.825

6.  Asymmetric Brønsted acid-catalyzed aza-Diels-Alder reaction of cyclic C-acylimines with cyclopentadiene.

Authors:  Magnus Rueping; Sadiya Raja
Journal:  Beilstein J Org Chem       Date:  2012-10-23       Impact factor: 2.883

  6 in total

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