Hydrogen Bonding Activation

A special issue of Catalysts (ISSN 2073-4344).

Deadline for manuscript submissions: closed (30 September 2018) | Viewed by 6329

Special Issue Editor

Laboratorio de Organocatálisis Asimétrica, Departamento de Química Orgánica, Instituto de Síntesis Química y Catálisis Homogénea (ISQCH) CSIC-Universidad de Zaragoza, C/Pedro Cerbuna 12, 50009 Zaragoza, Spain
Interests: asymmetric catalysis; biological properties; cinchona; computational calculations; hydrogen bond; mechanistic studies; natural products; organic synthesis; phase transfer catalysts; squaramides; (thio)ureas
Special Issues, Collections and Topics in MDPI journals

Special Issue Information

Dear Colleagues,

With the continuous efforts made by many research groups, a remarkable development of the asymmetric organocatalysis has been achieved in the last years. This discipline represents a complementary alternative to the most broadly explored metal and enzyme catalysis. The immense number of organocatalytic processes could be classified into four large groups depending on the nature of the catalytic activation and, among them, hydrogen-bond catalysis represents a significant contribution into this large area. Catalysts such as thiourea/urea derivatives, squaramides, guanidines, BINOL analogs, chiral phosphoric acid derivatives or other already known or new structures acting through hydrogen bonding will be collected in this special issue. Even metal catalysts or metal-organocatalysts, where hydrogen bonds have been also proposed as the key mode of activation, have room in this issue.

Prof. Dr. Raquel P. Herrera
Guest Editor

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Keywords

  • Bidentate activation
  • Brønsted acid
  • Dual catalysis
  • Hydrogen bonding
  • Lewis acid
  • Mechanistic studies
  • Monodentate activation

Published Papers (1 paper)

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Research

21 pages, 10682 KiB  
Article
Urea Activation by an External Brønsted Acid: Breaking Self-Association and Tuning Catalytic Performance
by Isaac G. Sonsona, Eugenia Marqués-López, Marleen Häring, David Díaz Díaz and Raquel P. Herrera
Catalysts 2018, 8(8), 305; https://doi.org/10.3390/catal8080305 - 28 Jul 2018
Cited by 6 | Viewed by 5633
Abstract
In this work, we hypothesize that Brønsted acids can activate urea-based catalysts by diminishing its self-assembly tendency. As a proof of concept, we used the asymmetric Friedel–Crafts alkylation of indoles with nitroalkenes as a benchmark reaction. The resulting 3-substituted indole derivatives were obtained [...] Read more.
In this work, we hypothesize that Brønsted acids can activate urea-based catalysts by diminishing its self-assembly tendency. As a proof of concept, we used the asymmetric Friedel–Crafts alkylation of indoles with nitroalkenes as a benchmark reaction. The resulting 3-substituted indole derivatives were obtained with better results due to cooperative effects of the chiral urea and a Brønsted acid additive. Such synergy has been rationalized in terms of disassembly of the supramolecular catalyst aggregates, affording a more acidic and rigid catalytic complex. Full article
(This article belongs to the Special Issue Hydrogen Bonding Activation)
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