Synthesis of Ferrocene−Cyclodextrin, Anthracene−Cyclodextrin, and Pyrene−Cyclodextrin [2]Rotaxane Conjugates and Their Intercomponent Behavior as Observed in NMR Spectroscopy

Ferrocene, anthracene, and pyrene-terminated alkynylated moieties were reacted with azidized beta-cyclodextrin derivatives to form supramolecular structures under various conditions. While initial experiments concerning mono-azidized beta-cyclodextrin proved difficult to isolate and have limited sol...

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Main Authors:	Tumaneng, John Vincent M, Matulac, Andrea Louise, Reyes, Jude M, Baldovino, Amyel Joseph, Lumba, Joseph, Yu, Gilbert U
Format:	text
Published:	Archīum Ateneo 2022
Subjects:	anthracene CuAAC ‘click′ reaction ferrocene inclusion complexation pyrene [2]rotaxane Chemistry Organic Chemistry Physical Sciences and Mathematics
Online Access:	https://archium.ateneo.edu/chemistry-faculty-pubs/189 https://doi.org/10.1002/ajoc.202200541
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Institution:	Ateneo De Manila University

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spelling	ph-ateneo-arc.chemistry-faculty-pubs-11892022-12-09T03:09:52Z Synthesis of Ferrocene−Cyclodextrin, Anthracene−Cyclodextrin, and Pyrene−Cyclodextrin [2]Rotaxane Conjugates and Their Intercomponent Behavior as Observed in NMR Spectroscopy Tumaneng, John Vincent M Matulac, Andrea Louise Reyes, Jude M Baldovino, Amyel Joseph Lumba, Joseph Yu, Gilbert U Ferrocene, anthracene, and pyrene-terminated alkynylated moieties were reacted with azidized beta-cyclodextrin derivatives to form supramolecular structures under various conditions. While initial experiments concerning mono-azidized beta-cyclodextrin proved difficult to isolate and have limited solubility, their reaction with peracetylated mono-azidized beta-cyclodextrin was more facile. Introduction and threading of the macrocycle, dibenzo-24-crown-8 (DB24C8), allowed for [2]rotaxane synthesis. These compounds were characterized by infrared spectroscopy (IR), nuclear magnetic resonance spectroscopy (NMR), and mass spectrometry (MS). Among the compounds formed, the ferrocene-capped species showed promising host-guest inclusion complexation with the cyclodextrin cavity. 2022-01-01T08:00:00Z text https://archium.ateneo.edu/chemistry-faculty-pubs/189 https://doi.org/10.1002/ajoc.202200541 Chemistry Faculty Publications Archīum Ateneo anthracene CuAAC ‘click′ reaction ferrocene inclusion complexation pyrene [2]rotaxane Chemistry Organic Chemistry Physical Sciences and Mathematics
institution	Ateneo De Manila University
building	Ateneo De Manila University Library
continent	Asia
country	Philippines Philippines
content_provider	Ateneo De Manila University Library
collection	archium.Ateneo Institutional Repository
topic	anthracene CuAAC ‘click′ reaction ferrocene inclusion complexation pyrene [2]rotaxane Chemistry Organic Chemistry Physical Sciences and Mathematics
spellingShingle	anthracene CuAAC ‘click′ reaction ferrocene inclusion complexation pyrene [2]rotaxane Chemistry Organic Chemistry Physical Sciences and Mathematics Tumaneng, John Vincent M Matulac, Andrea Louise Reyes, Jude M Baldovino, Amyel Joseph Lumba, Joseph Yu, Gilbert U Synthesis of Ferrocene−Cyclodextrin, Anthracene−Cyclodextrin, and Pyrene−Cyclodextrin [2]Rotaxane Conjugates and Their Intercomponent Behavior as Observed in NMR Spectroscopy
description	Ferrocene, anthracene, and pyrene-terminated alkynylated moieties were reacted with azidized beta-cyclodextrin derivatives to form supramolecular structures under various conditions. While initial experiments concerning mono-azidized beta-cyclodextrin proved difficult to isolate and have limited solubility, their reaction with peracetylated mono-azidized beta-cyclodextrin was more facile. Introduction and threading of the macrocycle, dibenzo-24-crown-8 (DB24C8), allowed for [2]rotaxane synthesis. These compounds were characterized by infrared spectroscopy (IR), nuclear magnetic resonance spectroscopy (NMR), and mass spectrometry (MS). Among the compounds formed, the ferrocene-capped species showed promising host-guest inclusion complexation with the cyclodextrin cavity.
format	text
author	Tumaneng, John Vincent M Matulac, Andrea Louise Reyes, Jude M Baldovino, Amyel Joseph Lumba, Joseph Yu, Gilbert U
author_facet	Tumaneng, John Vincent M Matulac, Andrea Louise Reyes, Jude M Baldovino, Amyel Joseph Lumba, Joseph Yu, Gilbert U
author_sort	Tumaneng, John Vincent M
title	Synthesis of Ferrocene−Cyclodextrin, Anthracene−Cyclodextrin, and Pyrene−Cyclodextrin [2]Rotaxane Conjugates and Their Intercomponent Behavior as Observed in NMR Spectroscopy
title_short	Synthesis of Ferrocene−Cyclodextrin, Anthracene−Cyclodextrin, and Pyrene−Cyclodextrin [2]Rotaxane Conjugates and Their Intercomponent Behavior as Observed in NMR Spectroscopy
title_full	Synthesis of Ferrocene−Cyclodextrin, Anthracene−Cyclodextrin, and Pyrene−Cyclodextrin [2]Rotaxane Conjugates and Their Intercomponent Behavior as Observed in NMR Spectroscopy
title_fullStr	Synthesis of Ferrocene−Cyclodextrin, Anthracene−Cyclodextrin, and Pyrene−Cyclodextrin [2]Rotaxane Conjugates and Their Intercomponent Behavior as Observed in NMR Spectroscopy
title_full_unstemmed	Synthesis of Ferrocene−Cyclodextrin, Anthracene−Cyclodextrin, and Pyrene−Cyclodextrin [2]Rotaxane Conjugates and Their Intercomponent Behavior as Observed in NMR Spectroscopy
title_sort	synthesis of ferrocene−cyclodextrin, anthracene−cyclodextrin, and pyrene−cyclodextrin [2]rotaxane conjugates and their intercomponent behavior as observed in nmr spectroscopy
publisher	Archīum Ateneo
publishDate	2022
url	https://archium.ateneo.edu/chemistry-faculty-pubs/189 https://doi.org/10.1002/ajoc.202200541
_version_	1753806463142199296

Synthesis of Ferrocene−Cyclodextrin, Anthracene−Cyclodextrin, and Pyrene−Cyclodextrin [2]Rotaxane Conjugates and Their Intercomponent Behavior as Observed in NMR Spectroscopy

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