Literature DB >> 22148869

Cooperative hydrogen-bonding effects in silanediol catalysis.

Ngon T Tran1, Sean O Wilson, Annaliese K Franz.   

Abstract

The importance of cooperative hydrogen-bonding effects and SiOH-acidification is described for silanediol catalysis. NMR binding, X-ray, and computational studies provide support for a unique dimer resulting from silanediol self-recognition. The significance of this cooperative hydrogen-bonding is demonstrated using novel fluorinated silanediol catalysts for the addition of indoles and N,N-dimethyl-m-anisidine to trans-β-nitrostyrene.
© 2011 American Chemical Society

Entities:  

Year:  2011        PMID: 22148869     DOI: 10.1021/ol202971m

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  7 in total

1.  Friedel-Crafts alkylation reaction with fluorinated alcohols as hydrogen-bond donors and solvents.

Authors:  Ren-Jin Tang; Thierry Milcent; Benoit Crousse
Journal:  RSC Adv       Date:  2018-03-13       Impact factor: 4.036

2.  Catalytic Reductive ortho-C-H Silylation of Phenols with Traceless, Versatile Acetal Directing Groups and Synthetic Applications of Dioxasilines.

Authors:  Yuanda Hua; Parham Asgari; Thirupataiah Avullala; Junha Jeon
Journal:  J Am Chem Soc       Date:  2016-06-16       Impact factor: 15.419

3.  Enantioselective Si-H Insertion Reactions of Diarylcarbenes for the Synthesis of Silicon-Stereogenic Silanes.

Authors:  Jake R Jagannathan; James C Fettinger; Jared T Shaw; Annaliese K Franz
Journal:  J Am Chem Soc       Date:  2020-06-24       Impact factor: 15.419

4.  Quantification of electrophilic activation by hydrogen-bonding organocatalysts.

Authors:  Ryan R Walvoord; Phuong N H Huynh; Marisa C Kozlowski
Journal:  J Am Chem Soc       Date:  2014-11-04       Impact factor: 15.419

5.  Silanediol versus chlorosilanol: hydrolyses and hydrogen-bonding catalyses with fenchole-based silanes.

Authors:  Falco Fox; Jörg M Neudörfl; Bernd Goldfuss
Journal:  Beilstein J Org Chem       Date:  2019-01-18       Impact factor: 2.883

6.  Synthesis and Hydrogen-Bond Patterns of Aryl-Group Substituted Silanediols and -triols from Alkoxy- and Chlorosilanes.

Authors:  Jan-Falk Kannengießer; Max Briesenick; Dennis Meier; Volker Huch; Bernd Morgenstern; Guido Kickelbick
Journal:  Chemistry       Date:  2021-10-21       Impact factor: 5.020

7.  Facile and promising method for michael addition of indole and pyrrole to electron-deficient trans-β-nitroolefins catalyzed by a hydrogen bond donor catalyst Feist's acid and preliminary study of antimicrobial activity.

Authors:  Abdullah M A Al Majid; Mohammad Shahidul Islam; Assem Barakat; Mohamed H M Al-Agamy; Mu Naushad
Journal:  ScientificWorldJournal       Date:  2014-01-16
  7 in total

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