Modern gold catalyzed synthesis [electronic resource] / edited by A. Stephen K. Hashmi and F. Dean Toste.
"With its impressive features, gold has added another facet to organic catalysis. Focusing on homogeneous catalysis this book also covers the main applications in heterogeneous catalysis. Following a look at the gold-catalyzed addition of heteroatom nucleophiles to alkynes, this monograph goes...
Saved in:
| Online Access: |
Full Text (via Wiley) |
|---|---|
| Other Authors: | , |
| Format: | Electronic eBook |
| Language: | English |
| Published: |
Weinheim : Chichester :
Wiley-VCH ; John Wiley [distributor],
©2012.
|
| Subjects: |
MARC
| LEADER | 00000cam a2200000xa 4500 | ||
|---|---|---|---|
| 001 | b12214944 | ||
| 003 | CoU | ||
| 005 | 20220513050510.0 | ||
| 006 | m o d | ||
| 007 | cr ||||||||||| | ||
| 008 | 120504s2012 gw a ob 001 0 eng d | ||
| 019 | |a 794620355 |a 798065678 |a 863170991 |a 961487425 |a 962622853 |a 988414185 |a 988506067 |a 992036266 |a 1037764771 |a 1038629335 |a 1045518677 |a 1162376279 |a 1290080254 |a 1303398070 | ||
| 020 | |a 9783527646890 |q (electronic bk.) | ||
| 020 | |a 3527646892 |q (electronic bk.) | ||
| 020 | |a 9783527646869 |q (electronic bk.) | ||
| 020 | |a 3527646868 |q (electronic bk.) | ||
| 020 | |a 9783527646883 |q (ePub) | ||
| 020 | |a 3527646884 |q (ePub) | ||
| 020 | |a 9783527646876 |q (mobi) | ||
| 020 | |a 3527646876 |q (mobi) | ||
| 020 | |a 9781280663406 |q (MyiLibrary) | ||
| 020 | |a 1280663405 |q (MyiLibrary) | ||
| 020 | |z 3527319522 | ||
| 020 | |z 9783527319527 | ||
| 020 | |a 9786613640338 | ||
| 020 | |a 6613640336 | ||
| 024 | 8 | |a 9786613640338 | |
| 035 | |a (OCoLC)wol793103526 | ||
| 035 | |a (OCoLC)793103526 |z (OCoLC)794620355 |z (OCoLC)798065678 |z (OCoLC)863170991 |z (OCoLC)961487425 |z (OCoLC)962622853 |z (OCoLC)988414185 |z (OCoLC)988506067 |z (OCoLC)992036266 |z (OCoLC)1037764771 |z (OCoLC)1038629335 |z (OCoLC)1045518677 |z (OCoLC)1162376279 |z (OCoLC)1290080254 |z (OCoLC)1303398070 | ||
| 040 | |a DG1 |b eng |e pn |c DG1 |d CDX |d N$T |d E7B |d YDXCP |d MYG |d OCLCQ |d DEBSZ |d COO |d OHI |d HEBIS |d OCLCA |d DEBBG |d OCLCQ |d AU@ |d COD |d SFB |d OCLCF |d OCLCQ |d AZK |d DG1 |d MOR |d OCLCO |d LIP |d PIFAG |d OCLCQ |d U3W |d OCLCQ |d UUM |d STF |d WRM |d COCUF |d NRAMU |d INT |d OCLCQ |d TKN |d OCLCQ |d VLY |d UKMGB |d UKAHL |d VHC |d OCLCO | ||
| 049 | |a GWRE | ||
| 050 | 4 | |a QD505 | |
| 066 | |c (S | ||
| 245 | 0 | 0 | |a Modern gold catalyzed synthesis |h [electronic resource] / |c edited by A. Stephen K. Hashmi and F. Dean Toste. |
| 260 | |a Weinheim : |b Wiley-VCH ; |a Chichester : |b John Wiley [distributor], |c ©2012. | ||
| 300 | |a 1 online resource (xv, 402 pages) : |b illustrations. | ||
| 336 | |a text |b txt |2 rdacontent. | ||
| 337 | |a computer |b c |2 rdamedia. | ||
| 338 | |a online resource |b cr |2 rdacarrier. | ||
| 347 | |a data file |2 rda. | ||
| 504 | |a Includes bibliographical references and index. | ||
| 505 | 0 | |a Front Matter -- Hydrochlorination of Acetylene Catalyzed by Gold / Marco Conte, Graham J Hutchings -- Gold-Catalyzed Reduction Reactions / Avelino Corma, Pedro Serna -- Gold-Catalyzed Benzannulations: Asao₆Yamamoto Benzopyrylium Pathway / Naoki Asao, Yoshinori Yamamoto -- Gold-Catalyzed Reactions of Propargyl Esters, Propargyl Alcohols, and Related Compounds / Pablo Mauleon, F Dean Toste -- Intramolecular Hydroarylation of Alkynes / Paula de Mendoza, Antonio M Echavarren -- Gold₆Alkyne Complexes / Maria Agostina Cinellu -- Gold₆Alkene Complexes / Maria Agostina Cinellu -- Hydration and Hydroalkoxylation of CC Multiple Bonds / J Henrique Teles -- Gold-Catalyzed Aldol and Related Reactions / Christoph Hubbert, A Stephen K Hashmi -- Gold-Catalyzed Oxidation Reactions: Oxidation of Alkenes / Yuanhong Liu -- Gold-Catalyzed Oxygen-Atom Transfer to Alkynes / Maria Camila Blanco Jaimes, A Stephen K Hashmi -- Gold-Catalyzed Additions to Alkenes: -Nucleophiles / Zigang Li, David A Capretto, Chuan He -- Gold-Catalyzed Additions to Alkenes: -Nucleophiles / Zigang Li, David A Capretto, Chuan He -- Oxidation of Alcohols and Carbohydrates / Cristina Della Pina, Ermelinda Falletta, Michele Rossi -- Applications of Gold-Catalyzed Reactions to Natural Product Synthesis / Matthias Rudolph -- Gold-Catalyzed Addition Reactions to Allenes / Christian Winter, Norbert Krause -- Index. | |
| 520 | |a "With its impressive features, gold has added another facet to organic catalysis. Focusing on homogeneous catalysis this book also covers the main applications in heterogeneous catalysis. Following a look at the gold-catalyzed addition of heteroatom nucleophiles to alkynes, this monograph goes on to discuss gold-catalyzed additions to allenes and alkenes, gold-catalyzed benzannulations, cycloisomerization and rearrangement reactions, as well as oxidation and reduction reactions. The whole is finished off with a section on gold-catalyzed aldol and related reactions and the application of gold-catalyzed reactions to natural product synthesis."-- |c Provided by publisher. | ||
| 546 | |a English. | ||
| 588 | 0 | |a Print version record. | |
| 650 | 0 | |a Catalysis. |0 http://id.loc.gov/authorities/subjects/sh85020938. | |
| 650 | 0 | |a Transition metal catalysts. |0 http://id.loc.gov/authorities/subjects/sh85136948. | |
| 650 | 0 | |a Organic compounds |x Synthesis. |0 http://id.loc.gov/authorities/subjects/sh85023025. | |
| 650 | 0 | |a Gold. |0 http://id.loc.gov/authorities/subjects/sh85055692. | |
| 650 | 7 | |a Catalysis. |2 fast |0 (OCoLC)fst00848867. | |
| 650 | 7 | |a Gold. |2 fast |0 (OCoLC)fst00944368. | |
| 650 | 7 | |a Organic compounds |x Synthesis. |2 fast |0 (OCoLC)fst01047668. | |
| 650 | 7 | |a Transition metal catalysts. |2 fast |0 (OCoLC)fst01154758. | |
| 700 | 1 | |a Hashmi, A. Stephen. |0 http://id.loc.gov/authorities/names/nb2004307405 |1 http://isni.org/isni/0000000038322567. | |
| 700 | 1 | |a Toste, F. Dean. |0 http://id.loc.gov/authorities/names/no2012110920 |1 http://isni.org/isni/0000000381518057. | |
| 776 | 0 | 8 | |i Print version: |t Modern gold catalyzed synthesis. |d Weinheim : Wiley-VCH ; Chichester : John Wiley [distributor], 2012 |z 9783527319527. |
| 856 | 4 | 0 | |u https://colorado.idm.oclc.org/login?url=https://onlinelibrary.wiley.com/doi/book/10.1002/9783527646869 |z Full Text (via Wiley) |
| 880 | 0 | |6 505-00/(S |a Modern Gold Catalyzed Synthesis -- Contents -- List of Contributors -- 1 Hydrochlorination of Acetylene Catalyzed by Gold -- 1.1 Introduction -- 1.2 Reactions of Alkynes Using Gold Chloride as Catalyst -- 1.3 The Correlation of Eð with the Activity of Gold for the Hydrochlorination of Acetylene -- 1.3.1 The Initial Correlation -- 1.3.2 Conceptual Developments of the Eð Correlation -- 1.3.3 Further Study of the Correlation of Eð with the Activity of Platinum Group Metals -- 1.3.4 The Eð Correlation Applied to Homogeneous and Nonhomogeneous Gold Nanoalloys -- 1.4 Central Role of Au3+ and Regeneration of Au/C Catalysts -- 1.5 Reaction Mechanism of Alkynes Over Au/C Catalysts -- 1.5.1 Effect of the Individual Components of the Reactants to Au/C -- 1.5.2 Reaction of Higher Alkynes Over Au/C -- 1.5.3 Hydrochlorination of 1-hexyne, phenylacetylene, and 2-hexyne Over Au/C Catalyst -- 1.5.4 Computational Studies of the Reaction of Acetylene Over Au/C -- 1.6 Chemical Origin of the Eð Correlation and General Remarks -- 1.7 Commercial Processes and Economic Aspects of Vinyl Chloride Monomer Manufacture -- References -- 2 Gold-Catalyzed Reduction Reactions -- 2.1 Introduction -- 2.2 Hydrogenation of Multiple C=C Bonds. Role of the Gold Oxidation State -- 2.2.1 Introduction -- 2.2.2 First Solid Gold Catalysts: from Extended Au Surfaces to Highly Dispersed Nanoparticles -- 2.2.3 Recent Advances in Supported Gold Chemistry: from Highly Dispersed Nanoparticles to Individual Supported Au Atoms -- 2.2.4 Summary -- 2.3 Hydrogenation of α, β-Unsaturated Aldehydes -- 2.3.1 Introduction -- 2.3.2 Chemistry of Gold Nanoparticles: First Studies and Hypotheses -- 2.3.3 Strong Metal-Support Interactions: Effect of Electronic Transfers and Decoration on the Gold Nanoparticles -- 2.3.4 Effect of Morphological Factors: Size and Shape -- 2.3.5 Summary. | |
| 880 | 8 | |6 505-00/(S |a 2.4 Hydrogenation of Substituted Nitroaromatic Compounds -- 2.4.1 Introduction -- 2.4.2 Gold Catalysts for the Production of Substituted Nitro Compounds -- 2.4.3 Hydrogenation of -NO2 Groups on Gold Catalysts: Reaction Pathway -- 2.4.4 Chemoselectivity of Gold Catalysts for the Hydrogenation of NO2 groups -- 2.4.5 Activity of Gold Catalysts for the Hydrogenation of NO2 groups -- 2.4.6 Summary -- References -- 3 Gold-Catalyzed Benzannulations: Asao-Yamamoto Benzopyrylium Pathway -- 3.1 Introduction -- 3.2 Acetylenic Compounds as 2π Systems -- 3.3 Enols as 2π Systems -- 3.4 Enol Ethers as 2π Systems -- 3.5 Benzynes as 2π Systems -- 3.6 Synthesis of Phthalazine Derivatives -- 3.7 Application to the Synthesis of Angucyclinone Antibiotics and Other Applications in Total Synthesis -- 3.8 Copper-Catalyzed Benzannulations -- 3.9 Conclusion -- References -- 4 Gold-Catalyzed Reactions of Propargyl Esters, Propargyl Alcohols, and Related Compounds -- 4.1 Introduction and Extent of This Chapter -- 4.2 Propargyl Esters -- 4.2.1 General Mechanistic Considerations -- 4.2.1.1 [2,3]- and [3,3]-Rearrangements -- 4.2.1.2 Reversibility -- 4.2.1.3 Ionization -- 4.2.1.4 Double [2,3]-Rearrangements -- 4.2.2 Reactions Initiated by [2,3]-Rearrangements -- 4.2.2.1 The Rautenstrauch Rearrangement -- 4.2.2.2 Alkene Cyclopropanations -- 4.2.2.3 Enantioselective Transformations After [2,3]-Rearrangements -- 4.2.2.4 Nucleophilic Attack on Gold Carbenoids Generated After [2,3]-Rearrangements -- 4.2.3 Reactions Initiated by [3,3]-Rearrangements -- 4.2.3.1 Nucleophilic Double Bonds -- 4.2.3.2 Triple Bonds -- 4.2.3.3 Aromatic Groups -- 4.2.3.4 Alkyl Groups -- 4.2.3.5 Heteroatoms -- 4.2.3.6 Electrophilic Trapping of Vinyl-Gold Intermediates -- 4.2.3.7 Other Processes -- 4.3 Propargyl Ethers -- 4.3.1 Propargyl Vinyl Ethers -- 4.3.2 Propargyl Alkyl Ethers. | |
| 880 | 8 | |6 505-00/(S |a 4.3.3 Other Ether Substitution Patterns -- 4.4 Propargyl Alcohols -- 4.4.1 Alkyne Hydration -- 4.4.2 Meyer-Schuster Rearrangements -- 4.4.3 Nucleophilic Substitution at the Propargylic Position -- 4.4.4 Ring Expansions -- 4.4.5 Other Reactions Involving Propargyl Alcohols -- 4.5 Propargyl Amines -- 4.6 Propargyl Carbonates, Amides, and Carbamates -- 4.7 Other Propargyl Substitution Patterns -- 4.8 Conclusion -- References -- 5 Intramolecular Hydroarylation of Alkynes -- 5.1 Introduction -- 5.2 Intramolecular Reactions of Arenes with Alkynes -- 5.3 Intramolecular Reactions of Electron-Rich Heteroarenes with Alkynes -- 5.4 Conclusion and Outlook -- References -- 6 Gold-Alkyne Complexes -- 6.1 Introduction -- 6.2 Description of the M-π-Bond Interaction in Alkene and Alkyne Complexes -- 6.3 Gold(0) Complexes -- 6.4 Gold(I) Complexes -- 6.4.1 Neutral Derivatives -- 6.4.2 Cationic Derivatives -- 6.4.3 π-Complexation of Gold(I) at Metal-Alkynyl Units M-C≡C-R -- 6.5 Gold(III) complexes -- 6.6 Theoretical Studies -- References -- 7 Gold-Alkene Complexes -- 7.1 Introduction -- 7.2 Gold(0) Derivatives -- 7.3 Gold(I) Complexes -- 7.3.1 Neutral Derivatives -- 7.3.1.1 14-Electron Species -- 7.3.1.2 16-Electron Species -- 7.3.2 Cationic Derivatives -- 7.3.2.1 14-Electron Species -- 7.3.2.2 16-Electron Species -- 7.4 Gold(III) Complexes -- 7.5 Theoretical Studies -- References -- 8 Hydration and Hydroalkoxylation of CC Multiple Bonds -- 8.1 Historical Perspective -- 8.1.1 Addition of Water to Alkynes -- 8.1.2 Addition of Alcohols to Alkynes -- 8.2 Gold Catalysts -- 8.2.1 First Reports of Gold Catalysts -- 8.2.2 The Discovery of Au(I) Catalysts -- 8.2.2.1 Catalyst Precursors -- 8.2.2.2 The Importance of Chemical Equilibria -- 8.3 Hydration and Hydroalkoxylation of CC Triple Bonds (Alkynes) -- 8.3.1 Effect of Alcohol Structure -- 8.3.2 Addition of Water to Alkynes. | |
| 907 | |a .b122149440 |b 06-06-22 |c 05-19-22 | ||
| 998 | |a web |b 05-31-22 |c b |d b |e - |f eng |g gw |h 0 |i 1 | ||
| 907 | |a .b122149440 |b 06-01-22 |c 05-19-22 | ||
| 944 | |a MARS - RDA ENRICHED | ||
| 915 | |a I | ||
| 956 | |a Wiley Online Library eBooks | ||
| 956 | |b Wiley Online Library: Complete oBooks | ||
| 999 | f | f | |i 9ad795a5-b540-5d91-8637-1d09284435a3 |s 3883fed9-409d-5203-9155-c690407cdca9 |
| 952 | f | f | |p Can circulate |a University of Colorado Boulder |b Online |c Online |d Online |e QD505 |h Library of Congress classification |i web |n 1 |