Pub Date : 2018-06-13DOI: 10.1002/9780470682531.PAT0946
Luis Bering, A. Antonchick
{"title":"Oxidative Heteroatom-Heteroatom Bond Formation","authors":"Luis Bering, A. Antonchick","doi":"10.1002/9780470682531.PAT0946","DOIUrl":"https://doi.org/10.1002/9780470682531.PAT0946","url":null,"abstract":"","PeriodicalId":20036,"journal":{"name":"Patai's Chemistry of Functional Groups","volume":"12 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2018-06-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"74440174","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2018-06-13DOI: 10.1002/9780470682531.PAT0960
R. Francke, Timo Broese, A. Roesel
{"title":"Electrochemistry of Hypervalent Iodine Compounds","authors":"R. Francke, Timo Broese, A. Roesel","doi":"10.1002/9780470682531.PAT0960","DOIUrl":"https://doi.org/10.1002/9780470682531.PAT0960","url":null,"abstract":"","PeriodicalId":20036,"journal":{"name":"Patai's Chemistry of Functional Groups","volume":"35 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2018-06-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"86493751","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2018-06-13DOI: 10.1002/9780470682531.PAT0953
Sarah E. Wengryniuk, S. Canesi
{"title":"Rearrangements and Fragmentations Mediated by Hypervalent Iodine Reagents","authors":"Sarah E. Wengryniuk, S. Canesi","doi":"10.1002/9780470682531.PAT0953","DOIUrl":"https://doi.org/10.1002/9780470682531.PAT0953","url":null,"abstract":"","PeriodicalId":20036,"journal":{"name":"Patai's Chemistry of Functional Groups","volume":"45 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2018-06-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"91383989","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2018-06-13DOI: 10.1002/9780470682531.PAT0951
Durga Prasad Hari, Stefano Nicolai, J. Waser
Alkynes and alkenes are important building blocks in synthetic organic chemistry and related domains. Therefore, unceasing efforts have been invested to develop new methods to introduce these valuable functional groups. Traditionally, most alkynylation and alkenylation reactions have relied on the use of olefins and acetylenes as nucleophilic reacting species, limiting the accessible structural diversity. The discovery of the unique properties of hypervalent iodine has more recently significantly broadened the scope of electrophilic ethynylation and vinylation reactions. Alkynyl and alkenyl iodonium salts were first recognized as powerful reagents to install electrophilic acetylenes and olefins onto nucleophilic substrates under mild conditions. Their low stability has however narrowed the area of their applications. Since 2009, more stable cyclic benziodoxol(on)e reagents have shown their superiority as effective electrophilic alkynylating and alkenylating reagents in numerous metal-free and metal-catalyzed olefination and ethynylation reactions of carbon centered nucleophiles, radicals, and heteroatom nucleophiles. In this chapter, an overview of the progress in the field is presented, including a short summary of pioneering works, followed by a more in-depth description of recent results.
{"title":"Alkynylations and Vinylations","authors":"Durga Prasad Hari, Stefano Nicolai, J. Waser","doi":"10.1002/9780470682531.PAT0951","DOIUrl":"https://doi.org/10.1002/9780470682531.PAT0951","url":null,"abstract":"Alkynes and alkenes are important building blocks in synthetic organic chemistry and related domains. Therefore, unceasing efforts have been invested to develop new methods to introduce these valuable functional groups. Traditionally, most alkynylation and alkenylation reactions have relied on the use of olefins and acetylenes as nucleophilic reacting species, limiting the accessible structural diversity. The discovery of the unique properties of hypervalent iodine has more recently significantly broadened the scope of electrophilic ethynylation and vinylation reactions. Alkynyl and alkenyl iodonium salts were first recognized as powerful reagents to install electrophilic acetylenes and olefins onto nucleophilic substrates under mild conditions. Their low stability has however narrowed the area of their applications. Since 2009, more stable cyclic benziodoxol(on)e reagents have shown their superiority as effective electrophilic alkynylating and alkenylating reagents in numerous metal-free and metal-catalyzed olefination and ethynylation reactions of carbon centered nucleophiles, radicals, and heteroatom nucleophiles. In this chapter, an overview of the progress in the field is presented, including a short summary of pioneering works, followed by a more in-depth description of recent results.","PeriodicalId":20036,"journal":{"name":"Patai's Chemistry of Functional Groups","volume":"29 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2018-06-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"78016095","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2018-06-13DOI: 10.1002/9780470682531.PAT0955
Sanjay Telu, F. Siméon, Shuiyu Lu, V. Pike
{"title":"Hypervalent Iodine Compounds as Precursors for Biomedical Radiotracers","authors":"Sanjay Telu, F. Siméon, Shuiyu Lu, V. Pike","doi":"10.1002/9780470682531.PAT0955","DOIUrl":"https://doi.org/10.1002/9780470682531.PAT0955","url":null,"abstract":"","PeriodicalId":20036,"journal":{"name":"Patai's Chemistry of Functional Groups","volume":"74 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2018-06-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"78816896","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2018-06-13DOI: 10.1002/9780470682531.pat0940
Maja Ponikvar‑Svet, J. Liebman
{"title":"Aspects of the Chemical Energetics of the Hypervalent Benzene-Based Organohalogen Halosyl, Halyl, and Perhalyl Species","authors":"Maja Ponikvar‑Svet, J. Liebman","doi":"10.1002/9780470682531.pat0940","DOIUrl":"https://doi.org/10.1002/9780470682531.pat0940","url":null,"abstract":"","PeriodicalId":20036,"journal":{"name":"Patai's Chemistry of Functional Groups","volume":"150 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2018-06-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"77447351","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2017-09-18DOI: 10.1002/9780470682531.PAT0908
E. Teotonio, L. Rodrigues, H. Brito, M. Felinto, O. Malta
Trivalent rare-earth (RE3+) phenolate complexes have been receiving growing attention owing to their remarkable structural, luminescent, and magnetic properties. The RE3+ ions play an important role in the synthetic mechanisms acting as template, leading to a large number of homodinuclear and heterodinuclear coordination compounds presenting macrocyclic and macroacyclic phenolate ligands. The photoluminescent behavior of these kinds of complexes has been attributed to an efficient intramolecular energy transfer from the ligands to the RE3+ ions. The RE phenolate complexes have opened new possibilities for practical applications such as in RE3+ separation, in tunable photonic devices, in fluoroimmunoassays, and as paramagnetic contrast agents in magnetic resonance imaging.Keywords:the chemistry of metal phenolate complexes;structural properties of rare-earth phenolate complexes;RE3+ compounds containing acyclic and cyclic phenolate ligands;rare-earth–hydroxyquinolinate, -hydroxypyridine, -hydroxylpicolinate, -hydroxynicotinate cryptate, and -oxazolylphenol complexes;RE3+ luminescence properties
{"title":"Photophysical and Structural Properties of Rare-Earth Phenolate Compounds","authors":"E. Teotonio, L. Rodrigues, H. Brito, M. Felinto, O. Malta","doi":"10.1002/9780470682531.PAT0908","DOIUrl":"https://doi.org/10.1002/9780470682531.PAT0908","url":null,"abstract":"Trivalent rare-earth (RE3+) phenolate complexes have been receiving growing attention owing to their remarkable structural, luminescent, and magnetic properties. The RE3+ ions play an important role in the synthetic mechanisms acting as template, leading to a large number of homodinuclear and heterodinuclear coordination compounds presenting macrocyclic and macroacyclic phenolate ligands. The photoluminescent behavior of these kinds of complexes has been attributed to an efficient intramolecular energy transfer from the ligands to the RE3+ ions. The RE phenolate complexes have opened new possibilities for practical applications such as in RE3+ separation, in tunable photonic devices, in fluoroimmunoassays, and as paramagnetic contrast agents in magnetic resonance imaging.Keywords:the chemistry of metal phenolate complexes;structural properties of rare-earth phenolate complexes;RE3+ compounds containing acyclic and cyclic phenolate ligands;rare-earth–hydroxyquinolinate, -hydroxypyridine, -hydroxylpicolinate, -hydroxynicotinate cryptate, and -oxazolylphenol complexes;RE3+ luminescence properties","PeriodicalId":20036,"journal":{"name":"Patai's Chemistry of Functional Groups","volume":"37 1","pages":"1-64"},"PeriodicalIF":0.0,"publicationDate":"2017-09-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"81413506","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Pub Date : 2017-09-15DOI: 10.1002/9780470682531.PAT0858
Katerina M. Korch, Steven A. Loskot, B. Stoltz
The strategy of using chiral metal enolate intermediates in a diverse variety of asymmetric transformations has allowed the generation of quaternary stereocenter-bearing products that are otherwise difficult to access. Many classic transformations including aldol, Mannich, conjugate addition, alkylation, and pericyclic-type reactions, as well as allylic alkylation and α-arylation/alkenylation, have been adapted to proceed through chiral metal enolate intermediates, allowing the asymmetric synthesis of many complex products in both an intermolecular and intramolecular manner. These transformations have proven useful in the synthesis of natural products and may also be applied to the synthesis of novel pharmaceuticals and other compounds of interest in the future. This review includes work done up to and including the year 2014.
{"title":"Asymmetric Synthesis of Quaternary Stereocenters via Metal Enolates","authors":"Katerina M. Korch, Steven A. Loskot, B. Stoltz","doi":"10.1002/9780470682531.PAT0858","DOIUrl":"https://doi.org/10.1002/9780470682531.PAT0858","url":null,"abstract":"The strategy of using chiral metal enolate intermediates in a diverse variety of asymmetric transformations has allowed the generation of quaternary stereocenter-bearing products that are otherwise difficult to access. Many classic transformations including aldol, Mannich, conjugate addition, alkylation, and pericyclic-type reactions, as well as allylic alkylation and α-arylation/alkenylation, have been adapted to proceed through chiral metal enolate intermediates, allowing the asymmetric synthesis of many complex products in both an intermolecular and intramolecular manner. These transformations have proven useful in the synthesis of natural products and may also be applied to the synthesis of novel pharmaceuticals and other compounds of interest in the future. This review includes work done up to and including the year 2014.","PeriodicalId":20036,"journal":{"name":"Patai's Chemistry of Functional Groups","volume":"73 1","pages":"1-85"},"PeriodicalIF":0.0,"publicationDate":"2017-09-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"78749410","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
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