Literature DB >> 25169196

Halogen bonding of (iodoethynyl)benzene derivatives in solution.

Oliver Dumele1, Dino Wu, Nils Trapp, Nancy Goroff, François Diederich.   

Abstract

Halogen bonding (XB) between (iodoethynyl)benzene donors and quinuclidine in benzene affords binding free enthalpies (ΔG, 298 K) between -1.1 and -2.4 kcal mol(-1), with a strong LFER with the Hammett parameter σpara. The enthalpic driving force is compensated by an unfavorable entropic term. The binding affinity of XB acceptors increases in the order pyridine < C═O < S═O < P═O < quinuclidine. Diverse XB packing motifs are observed in the solid state.

Entities:  

Year:  2014        PMID： 25169196     DOI： 10.1021/ol502099j

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


  15 in total

1.  Benchmarking DFT methods with small basis sets for the calculation of halogen-bond strengths.

Authors:  Antti Siiskonen; Arri Priimagi
Journal:  J Mol Model       Date:  2017-02-04       Impact factor: 1.810

2.  Photoinduced inverse Sonogashira coupling reaction.

Authors:  Lizhu Zhang; Cunbo Wei; Jiawen Wu; Dan Liu; Yinchao Yao; Zhuo Chen; Jianxun Liu; Chang-Jiang Yao; Dinghua Li; Rongjie Yang; Zhonghua Xia
Journal:  Chem Sci       Date:  2022-05-30       Impact factor: 9.969

3.  Chemoselective Preparation of 1-Iodoalkynes, 1,2-Diiodoalkenes, and 1,1,2-Triiodoalkenes Based on the Oxidative Iodination of Terminal Alkynes.

Authors:  Youzhi Li; Daya Huang; Ju Huang; Yan Liu; Keiji Maruoka
Journal:  J Vis Exp       Date:  2018-09-12       Impact factor: 1.355

4.  Reactant-induced photoactivation of in situ generated organogold intermediates leading to alkynylated indoles via Csp2-Csp cross-coupling.

Authors:  Fen Zhao; Mehdi Abdellaoui; Wided Hagui; Maria Ballarin-Marion; Jérôme Berthet; Vincent Corcé; Stéphanie Delbaere; Héloïse Dossmann; Agathe Espagne; Jérémy Forté; Ludovic Jullien; Thomas Le Saux; Virginie Mouriès-Mansuy; Cyril Ollivier; Louis Fensterbank
Journal:  Nat Commun       Date:  2022-04-28       Impact factor: 17.694

5.  Isomorphous crystal structures of chlorodi-acetyl-ene and iododi-acetyl-ene derivatives: simultaneous hydrogen and halogen bonds on carbon-yl.

Authors:  Pierre Baillargeon; Tarik Rahem; Édouard Caron-Duval; Jacob Tremblay; Cloé Fortin; Étienne Blais; Victor Fan; Daniel Fortin; Yves L Dory
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2017-07-17

6.  pH controlled assembly of a self-complementary halogen-bonded dimer.

Authors:  Leonardo Maugeri; Ellen M G Jamieson; David B Cordes; Alexandra M Z Slawin; Douglas Philp
Journal:  Chem Sci       Date:  2016-09-19       Impact factor: 9.825

7.  Neutral iodotriazoles as scaffolds for stable halogen-bonded assemblies in solution.

Authors:  Leonardo Maugeri; Julia Asencio-Hernández; Tomáš Lébl; David B Cordes; Alexandra M Z Slawin; Marc-André Delsuc; Douglas Philp
Journal:  Chem Sci       Date:  2016-06-23       Impact factor: 9.825

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.  Substituent Effects on the [N-I-N](+) Halogen Bond.

Authors:  Anna-Carin C Carlsson; Krenare Mehmeti; Martin Uhrbom; Alavi Karim; Michele Bedin; Rakesh Puttreddy; Roland Kleinmaier; Alexei A Neverov; Bijan Nekoueishahraki; Jürgen Gräfenstein; Kari Rissanen; Máté Erdélyi
Journal:  J Am Chem Soc       Date:  2016-06-17       Impact factor: 15.419

10.  Halogen-Bond-Assisted Photoluminescence Modulation in Carbazole-Based Emitter.

Authors:  Jagadish K Salunke; Nikita A Durandin; Tero-Petri Ruoko; Nuno R Candeias; Paola Vivo; Elina Vuorimaa-Laukkanen; Timo Laaksonen; Arri Priimagi
Journal:  Sci Rep       Date:  2018-09-26       Impact factor: 4.379
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