Literature DB >> 22435999

(Thio)urea organocatalyst equilibrium acidities in DMSO.

Gergely Jakab1, Carlo Tancon, Zhiguo Zhang, Katharina M Lippert, Peter R Schreiner.   

Abstract

Bordwell's method of overlapping indicators was used to determine the pK(a) values of some of the most popular (thio)urea organocatalysts via UV spectrophotometric titrations. The incremental effect of CF(3) groups on acidic strength was also investigated. The pK(a)'s are in the range of 8.5-19.6. The results may lead to a better understanding of noncovalent organocatalysis and may aid in future catalyst development.

Entities:  

Year:  2012        PMID： 22435999     DOI： 10.1021/ol300307c

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


  26 in total

1.  Rapid quantification of the activating effects of hydrogen-bonding catalysts with a colorimetric sensor.

Authors:  Phuong N H Huynh; Ryan R Walvoord; Marisa C Kozlowski
Journal:  J Am Chem Soc       Date:  2012-09-18       Impact factor: 15.419

2.  The progression of chiral anions from concepts to applications in asymmetric catalysis.

Authors:  Robert J Phipps; Gregory L Hamilton; F Dean Toste
Journal:  Nat Chem       Date:  2012-07-24       Impact factor: 24.427

3.  Enantioselective Catalysis of an Anionic Oxy-Cope Rearrangement Enabled by Synergistic Ion Binding.

Authors:  C Rose Kennedy; Bo Young Choi; Mary-Grace R Reeves; Eric N Jacobsen
Journal:  Isr J Chem       Date:  2020-03-06       Impact factor: 3.333

4.  Lewis acid enhancement by hydrogen-bond donors for asymmetric catalysis.

Authors:  Steven M Banik; Anna Levina; Alan M Hyde; Eric N Jacobsen
Journal:  Science       Date:  2017-11-10       Impact factor: 47.728

5.  Chiral Thioureas Promote Enantioselective Pictet-Spengler Cyclization by Stabilizing Every Intermediate and Transition State in the Carboxylic Acid-Catalyzed Reaction.

Authors:  Rebekka S Klausen; C Rose Kennedy; Alan M Hyde; Eric N Jacobsen
Journal:  J Am Chem Soc       Date:  2017-08-22       Impact factor: 15.419

6.  A Cooperative Ternary Catalysis System for Asymmetric Lactonizations of α-Ketoesters.

Authors:  Kathleen J R Murauski; Daniel M Walden; Paul Ha-Yeon Cheong; Karl A Scheidt
Journal:  Adv Synth Catal       Date:  2017-08-14       Impact factor: 5.837

7.  Enantioselective Aza-Sakurai Cyclizations: Dual Role of Thiourea as H-Bond Donor and Lewis Base.

Authors:  Yongho Park; Corinna S Schindler; Eric N Jacobsen
Journal:  J Am Chem Soc       Date:  2016-11-03       Impact factor: 15.419

8.  Activation of Electron-Deficient Quinones through Hydrogen-Bond-Donor-Coupled Electron Transfer.

Authors:  Amanda K Turek; David J Hardee; Andrew M Ullman; Daniel G Nocera; Eric N Jacobsen
Journal:  Angew Chem Int Ed Engl       Date:  2015-11-27       Impact factor: 15.336

9.  Xanthene-4,5-diamine derivatives: a study of anion-binding catalysis.

Authors:  Alison E Metz; Kailasham Ramalingam; Marisa C Kozlowski
Journal:  Tetrahedron Lett       Date:  2015-09-09       Impact factor: 2.415

10.  (Thio)urea-Based Covalent Organic Framework as a Hydrogen-Bond-Donating Catalyst.

Authors:  Jiyun Hu; Federica Zanca; Patricia Lambe; Miu Tsuji; Samantha Wijeweera; Stefano Todisco; Piero Mastrorilli; William Shirley; Mourad Benamara; Peyman Z Moghadam; M Hassan Beyzavi
Journal:  ACS Appl Mater Interfaces       Date:  2020-06-23       Impact factor: 9.229
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.