Literature DB >> 28771371

Methods for the Synthesis of Functionalized Pentacarboxycyclopentadienes.

Chirag D Gheewala1, M Alex Radtke1, Jessica Hui1, Alec B Hon1, Tristan H Lambert1.   

Abstract

Protocols for the synthesis of diverse pentacarboxycyclopentadienes are described. Starting from readily available pentacarbomethoxycyclopentadiene, transesterification offers single-step access to aliphatic ester derivatives, while treatment with amines produces mono- or diamides. For less nucleophilic alcohols, an alternative procedure involving the in situ generation and esterification of a putative cyclopentadiene pentaacid chloride has been developed.

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Year:  2017        PMID： 28771371      PMCID： PMC5859554          DOI： 10.1021/acs.orglett.7b01867

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


  6 in total

1.  An aromatic ion platform for enantioselective Brønsted acid catalysis.

Authors:  Chirag D Gheewala; Bridget E Collins; Tristan H Lambert
Journal:  Science       Date:  2016-02-26       Impact factor: 47.728

2.  Synthesis of chromium(0) and molybdenum(0) bis (eta(6)-arene) derivatives and their monoelectronic oxidation to [M(eta(6)-arene)(2)](+) cations.

Authors:  Lucia Calucci; F Geoffrey N Cloke; Ulli Englert; Peter B Hitchcock; Guido Pampaloni; Calogero Pinzino; Filippo Puccini; Manuel Volpe
Journal:  Dalton Trans       Date:  2006-06-22       Impact factor: 4.390

3.  1,1,3,3-Tetratriflylpropene (TTP): A Strong, Allylic C-H Acid for Brønsted and Lewis Acid Catalysis.

Authors:  Denis Höfler; Manuel van Gemmeren; Petra Wedemann; Karl Kaupmees; Ivo Leito; Markus Leutzsch; Julia B Lingnau; Benjamin List
Journal:  Angew Chem Int Ed Engl       Date:  2016-12-22       Impact factor: 15.336

4.  The pentacyanocyclopentadienyl system: structures and energetics.

Authors:  Richard L Lord; Steven E Wheeler; Henry F Schaefer
Journal:  J Phys Chem A       Date:  2005-11-10       Impact factor: 2.781

5.  Novel D-pi-A chromophores based on the fulvene accepting moiety.

Authors:  E Aqad; P Leriche; G Mabon; A Gorgues; V Khodorkovsky
Journal:  Org Lett       Date:  2001-07-26       Impact factor: 6.005

6.  In search of ultrastrong Brønsted neutral organic superacids: a DFT study on some cyclopentadiene derivatives.

Authors:  Robert Vianello; Joel F Liebman; Zvonimir B Maksić
Journal:  Chemistry       Date:  2004-11-05       Impact factor: 5.236
  6 in total
  6 in total

1.  A Scalable, One-Pot Synthesis of 1,2,3,4,5-Pentacarbomethoxycyclopentadiene.

Authors:  M Alex Radtke; Caroline C Dudley; Jacob M O'Leary; Tristan H Lambert
Journal:  Synthesis (Stuttg)       Date:  2019-03       Impact factor: 3.157

2.  Primary Alcohols via Nickel Pentacarboxycyclopentadienyl Diamide Catalyzed Hydrosilylation of Terminal Epoxides.

Authors:  Keri A Steiniger; Tristan H Lambert
Journal:  Org Lett       Date:  2021-10-06       Impact factor: 6.072

3.  Asymmetric Induction via a Helically Chiral Anion: Enantioselective Pentacarboxycyclopentadiene Brønsted Acid-Catalyzed Inverse-Electron-Demand Diels-Alder Cycloaddition of Oxocarbenium Ions.

Authors:  Chirag D Gheewala; Jennifer S Hirschi; Wai-Hang Lee; Daniel W Paley; Mathew J Vetticatt; Tristan H Lambert
Journal:  J Am Chem Soc       Date:  2018-03-06       Impact factor: 15.419

4.  Hydrogen Bond Donor Catalyzed Cationic Polymerization of Vinyl Ethers.

Authors:  Veronika Kottisch; Janis Jermaks; Joe-Yee Mak; Ryan A Woltornist; Tristan H Lambert; Brett P Fors
Journal:  Angew Chem Int Ed Engl       Date:  2020-12-14       Impact factor: 15.336

5.  Silylated cyclopentadienes as competent silicon Lewis acid catalysts.

Authors:  M Alex Radtke; Tristan H Lambert
Journal:  Chem Sci       Date:  2018-06-29       Impact factor: 9.825

6.  Synthesis of cis-Oriented Vicinal Diphenylethylenes through a Lewis Acid-Promoted Annulation of Oxotriphenylhexanoates.

Authors:  Martin Kamlar; Elin Henriksson; Ivana Císařová; Marcus Malo; Henrik Sundén
Journal:  J Org Chem       Date:  2021-06-17       Impact factor: 4.354
  6 in total

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