Table Of ContentNoN‐covaleNt INteractIoNs IN the syNthesIs
aNd desIgN of New compouNds
NoN‐covaleNt INteractIoNs
IN the syNthesIs aNd desIgN
of New compouNds
edited by
Abel M. MAhArrAMov
KAMrAn T. MAhMudov
MAxiMiliAn n. Kopylovich
ArMAndo J. l. poMbeiro
copyright © 2016 by John Wiley & Sons, inc. All rights reserved
published by John Wiley & Sons, inc., hoboken, new Jersey
published simultaneously in canada
no part of this publication may be reproduced, stored in a retrieval system, or transmitted in any form or by any means, electronic, mechanical,
photocopying, recording, scanning, or otherwise, except as permitted under Section 107 or 108 of the 1976 united States copyright Act, without either
the prior written permission of the publisher, or authorization through payment of the appropriate per‐copy fee to the copyright clearance center,
inc., 222 rosewood drive, danvers, MA 01923, (978) 750‐8400, fax (978) 750‐4470, or on the web at www.copyright.com. requests to the publisher
for permission should be addressed to the permissions department, John Wiley & Sons, inc., 111 river Street, hoboken, nJ 07030, (201) 748‐6011,
fax (201) 748‐6008, or online at http://www.wiley.com/go/permissions.
limit of liability/disclaimer of Warranty: While the publisher and author have used their best efforts in preparing this book, they make no representations
or warranties with respect to the accuracy or completeness of the contents of this book and specifically disclaim any implied warranties of merchantability
or fitness for a particular purpose. no warranty may be created or extended by sales representatives or written sales materials. The advice and strategies
contained herein may not be suitable for your situation. you should consult with a professional where appropriate. neither the publisher nor author shall be
liable for any loss of profit or any other commercial damages, including but not limited to special, incidental, consequential, or other damages.
For general information on our other products and services or for technical support, please contact our customer care department within the united States
at (800) 762‐2974, outside the united States at (317) 572‐3993 or fax (317) 572‐4002.
Wiley also publishes its books in a variety of electronic formats. Some content that appears in print may not be available in electronic formats. For more
information about Wiley products, visit our web site at www.wiley.com.
Library of Congress Cataloging‐in‐Publication Data:
names: Maharramov, A. M., editor. | Mahmudov, Kamran T., 1980– editor. | Kopylovich, Maximilian n., 1970– editor. |
pombeiro, A. J. l. (Armando J. l.), editor.
Title: non-covalent interactions in the synthesis and design of new compounds / edited by Abel M. Maharramov, Kamran T. Mahmudov,
Maximilian n. Kopylovich, Armando J. l. pombeiro.
description: hoboken, new Jersey : John Wiley & Sons, 2016. | includes bibliographical references and index.
identifiers: lccn 2015040502 (print) | lccn 2015047682 (ebook) | iSbn 9781119109891 (cloth) | iSbn 9781119113850 (Adobe pdF) |
iSbn 9781119113867 (epub)
Subjects: lcSh: Supramolecular chemistry. | valence (Theoretical chemistry)
classification: lcc Qd878 .n66 2016 (print) | lcc Qd878 (ebook) | ddc 541/.226–dc23
lc record available at http://lccn.loc.gov/2015040502
printed in the united States of America
10 9 8 7 6 5 4 3 2 1
Contents
notes on editors ix
List of Contributors xi
Preface xv
Part I organIC synthesIs 1
1 activation of Covalent Bonds through non‐Covalent Interactions 3
Abel M. Maharramov, Kamran T. Mahmudov, Maximilian N. Kopylovich,
M. Fátima C. Guedes da Silva, and Armando J. L. Pombeiro
2 Boron–nitrogen Bond: a Useful Molecular Construction tool 23
João P. M. Antonio, Gonçalo D. V. Farias, Fábio M. F. Santos, Rudi Oliveira,
Pedro M. S. D. Cal, and Pedro M. P. Gois
3 Influence of steric, electronic, and Molecular Preorganization effects in
the reactivity of β‐Phenylethylamines with nonenolizable aldehydes 49
Rodolfo Quevedo
4 non‐Covalent Interactions in the synthesis of Macrocycles 63
Evgeny A. Kataev
Part II InorganIC, CoordInatIon and
organoMetaLLIC syntheses 83
5 non‐Covalent Interactions of Water with Metal Complexes in solution 85
Antonio Romerosa and Franco Scalambra
6 π–π Interaction directed applications of Metal Complexes 101
Manas Sutradhar and Armando J. L. Pombeiro
vi Contents
7 non‐Covalent stabilization in transition Metal Coordination
and organometallic Complexes 115
Predrag Petrović, Jean‐Pierre Djukic, Andreas Hansen,
Christoph Bannwarth, and Stefan Grimme
8 halogen Bonding in the synthesis and design of Coordination
and organometallic Compounds 145
Abel M. Maharramov, Namiq Q. Shixaliyev, Atash V. Gurbanov,
Kamran T. Mahmudov, Valentine G. Nenajdenko,
Armando J. L. Pombeiro, and Maximilian N. Kopylovich
9 the Influence of non‐Covalent Interactions in the structure and
dimensionality of hybrid Compounds and Coordination Polymers 163
Ferdinando Costantino, Andrea Ienco, and Marco Taddei
Part III CrystaL desIgn and host–gUest CoMPoUnds 185
10 dihalogens as halogen Bond donors 187
Matti Haukka, Pipsa Hirva, and Kari Rissanen
11 Construction of supramolecular assemblies Based on
anion–π Interactions 199
Antonio Bauzá and Antonio Frontera
12 asymmetric azamacrocycles as Chiral solvating agents 213
Koichi Tanaka
13 new strategies for the design of Inclusion Compounds with
Cucurbituril hosts 229
Na’il Saleh
14 Parallel Interactions of aromatic Molecules at Large
horizontal displacements 241
Dušan P. Malenov and Snežana D. Zarić
15 selective Molecular Binding and nanosupramolecular assembly
of p‐sulfonatocalix[n]arenes 261
Yu Liu and Yi‐Xuan Wang
16 synthesis, design, Characterization, and application of
Metallo‐supramolecular Polymers 283
Lipeng He and Weifeng Bu
Part IV CataLysIs 313
17 Catalytic applications of Metal Complexes Immobilized by non‐Covalent
Interactions onto Chemically derived graphenes and related Materials 315
Sara Sabater and Jose A. Mata
Contents vii
18 Cooperation of non‐Covalent Interactions and Coordination in Catalysis 327
Abel M. Maharramov, Kamran T. Mahmudov, Maximilian N. Kopylovich,
Rafiga A. Aliyeva, and Armando J. L. Pombeiro
19 hybrid ordered Mesoporous Materials as supports for Permanent
enzyme Immobilization through non‐Covalent Interactions 345
Victoria Gascón, Carlos Márquez‐Alvarez, Isabel Díaz, and Rosa M. Blanco
Part V BIoreLeVant syntheses 361
20 Modulation of Biorelevant radical reactions by
non‐Covalent Interactions 363
Riccardo Amorati and Luca Valgimigli
21 Current Understanding of π–π Interactions and the applications
in Protein design 381
Jianmin Gao and Azade S. Hosseini
22 non‐Covalent Interactions for the Preparation of Pseudopeptidic
synthetic Compounds and Materials 391
Jordi Solà and Ignacio Alfonso
Part VI MaterIaL CheMIstry 413
23 non‐Covalent exfoliation of graphite to Produce graphene 415
Yingkui Yang, Dean Shi, and Tao Jiang
24 electrostatic Interactions in the design of Polymeric Products 431
Lorenzo M. Polgar and Francesco Picchioni
25 supramolecular steric hindrance at Bulky organic/Polymer
semiconductors and devices 443
Ling‐Hai Xie and Wei Huang
Index 457