Literature DB >> 24796408

Activation of a carbonyl compound by halogen bonding.

Stefan H Jungbauer1, Sebastian M Walter, Severin Schindler, Laxmidhar Rout, Florian Kniep, Stefan M Huber.   

Abstract

Using a prototypical Diels-Alder reaction as benchmark, we show that dicationic halogen-bond donors are capable of activating a neutral organic substrate. By various comparison experiments, the action of traces of acid or of other structural features of the halogen-bond donor not related to halogen bonding are excluded with high certainty.

Entities:  

Year:  2014        PMID： 24796408     DOI： 10.1039/c4cc03124e

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  16 in total

1.  On the reciprocal relationship between σ-hole bonding and (anti)aromaticity gain in ketocyclopolyenes.

Authors:  Hari Ram Paudel; Lucas José Karas; Judy I-Chia Wu
Journal:  Org Biomol Chem       Date:  2020-07-15       Impact factor: 3.876

2.  The protonated 2-halogenated imidazolium cation as the noncovalent interaction donor: the σ-hole and π-hole interactions.

Authors:  Jingjing Wang; Lixin Mo; Xiaoyan Li; Zongke Geng; Yanli Zeng
Journal:  J Mol Model       Date:  2016-11-30       Impact factor: 1.810

3.  Evidence for halogen bond covalency in acyclic and interlocked halogen-bonding receptor anion recognition.

Authors:  Sean W Robinson; Chantal L Mustoe; Nicholas G White; Asha Brown; Amber L Thompson; Pierre Kennepohl; Paul D Beer
Journal:  J Am Chem Soc       Date:  2014-12-22       Impact factor: 15.419

4.  A halogen-bonding-catalyzed Michael addition reaction.

Authors:  Jan-Philipp Gliese; Stefan H Jungbauer; Stefan M Huber
Journal:  Chem Commun (Camb)       Date:  2017-11-02       Impact factor: 6.222

Review 5.  New approaches to organocatalysis based on C-H and C-X bonding for electrophilic substrate activation.

Authors:  Pavel Nagorny; Zhankui Sun
Journal:  Beilstein J Org Chem       Date:  2016-12-23       Impact factor: 2.883

6.  Association of Halogen Bonding and Hydrogen Bonding in Metal Acetate-Catalyzed Asymmetric Halolactonization.

Authors:  Takayoshi Arai; Kodai Horigane; Ohji Watanabe; Junki Kakino; Noriyuki Sugiyama; Hiroki Makino; Yuto Kamei; Shinnosuke Yabe; Masahiro Yamanaka
Journal:  iScience       Date:  2019-01-23

7.  Carbonyl Activation by Selenium- and Tellurium-Based Chalcogen Bonding in a Michael Addition Reaction.

Authors:  Patrick Wonner; Tim Steinke; Lukas Vogel; Stefan M Huber
Journal:  Chemistry       Date:  2020-01-21       Impact factor: 5.236

Review 8.  The Halogen Bond.

Authors:  Gabriella Cavallo; Pierangelo Metrangolo; Roberto Milani; Tullio Pilati; Arri Priimagi; Giuseppe Resnati; Giancarlo Terraneo
Journal:  Chem Rev       Date:  2016-01-26       Impact factor: 60.622

9.  Counterion influence on the N-I-N halogen bond.

Authors:  Michele Bedin; Alavi Karim; Marcus Reitti; Anna-Carin C Carlsson; Filip Topić; Mario Cetina; Fangfang Pan; Vaclav Havel; Fatima Al-Ameri; Vladimir Sindelar; Kari Rissanen; Jürgen Gräfenstein; Máté Erdélyi
Journal:  Chem Sci       Date:  2015-04-20       Impact factor: 9.825

10.  The role of charge in 1,2,3-triazol(ium)-based halogen bonding activators.

Authors:  Alexander Dreger; Elric Engelage; Bert Mallick; Paul D Beer; Stefan M Huber
Journal:  Chem Commun (Camb)       Date:  2018-04-17       Impact factor: 6.222
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