New strategies in chemical synthesis and catalysis:
Gespeichert in:
| Weitere Verfasser: | |
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| Format: | Buch |
| Sprache: | English |
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Weinheim
Wiley-VCH-Verl.
2012
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| Online-Zugang: | Inhaltstext Inhaltsverzeichnis |
| Beschreibung: | Literaturangaben |
| Beschreibung: | XXII, 383 S. Ill., graph. Darst. 25 cm |
| ISBN: | 9783527330904 3527330909 9783527645855 |
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| 245 | 1 | 0 | |a New strategies in chemical synthesis and catalysis |c ed. by Bruno Pignataro |
| 264 | 1 | |a Weinheim |b Wiley-VCH-Verl. |c 2012 | |
| 300 | |a XXII, 383 S. |b Ill., graph. Darst. |c 25 cm | ||
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Datensatz im Suchindex
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IMAGE 1
V
CONTENTS
PREFACE X I I I
LIST O F CONTRIBUTORS X I X
PART I SYNTHETIC M E T H O D S
1 ELECTROSPRAY A N D CRYOSPRAY M A S S SPECTROMETRY: FROM SERENDIPITY T
O
DESIGNED SYNTHESIS O F SUPRAMOLECULAR COORDINATION A N D POLYOXOMETALATE
CLUSTERS 3 HARALAMPOS N. MIRAS A N D LEROY CRONIN 1.1 INTRODUCTION 3
1.2 BACKGROUND TO ESI-MS 5
1.2.1 BACKGROUND TO CSI-MS 5
1.3 APPLICATION O F HIGH-RESOLUTION ESI-MS A N D CSI-MS T O
POLYOXOMETALATE CLUSTER SYSTEMS 6 1.3.1 P R O B I N G PROTONATION VERSUS
H E T E R O A T O M I N C L U S I O N W I T H ESI 7
1.3.2 SOLUTION IDENTIFICATION O F FUNCTIONALIZED P O M S 10
1.3.3 SOLUTION IDENTIFICATION O F N E W ISOPOLYOXOTUNGSTATES A N D
ISOPOLYOXONIOBATES 11 1.3.4 SOLUTION IDENTIFICATION A N D ISOLATION O F
MIXED-METAL/VALENCE P O M S
W I T H CSI-MS 13
1.3.5 MIXED-METAL/VALENCE H E T E R O - P O M S V 2 C ( M ^ V I } 14
1.3.6 PERIODATE-CONTAINING P O M S 17
1.3.7 P R O B I N G T H E F O R M A T I O N O F POM-BASED
NANO-STRUCTURES 17
1.3.8 MECHANISTIC INSIGHTS INTO P O M SELF-ASSEMBLY U S I N G ESI- A N D
CSI-MS 19
1.4 SPECIES IDENTIFICATION A N D P R O B I N G STRUCTURAL T R A N S F O
R M A T I O N S I N
MULTI-METALLIC SYSTEMS 2 5 1.5 F U T U R E CHALLENGES A N D CONCLUSIONS
2 7
REFERENCES 2 9
HTTP://D-NB.INFO/1016558570
IMAGE 2
V I CONTENTS
2 EFFICIENT SYNTHESIS O F NATURAL PRODUCTS AIDED BY AUTOMATED
SYNTHESIZERS A N D MICROREACTORS 33 SHINICHIRO FUSE, KAZUHIRO MACHIDA, A
N D TAKASHI TAKAHASHI 2.1 EFFICIENT SYNTHESIS O F NATURAL PRODUCTS AIDED
BY A U T O M A T E D
SYNTHESIZERS 33
2.1.1 T H E PROCESS O F A U T O M A T I N G T H E SUPPLY O F SYNTHETIC I
N T E R M E D I A T E S 3 4
2.1.2 EFFICIENT SYNTHESIS O F A CYANOHYDRIN KEY I N T E R M E D I A T E
FOR TAXOL U S I N G A U T O M A T E D SYNTHESIZERS 4 0
2.1.3 EFFICIENT SYNTHESIS O F A CYCLIC ETHER KEY I N T E R M E D I A T E
FOR N I N E - M E M B E R E D M A S K E D ENEDIYNE, U S I N G A N A U T
O M A T E D SYNTHESIZER 4 4
2.1.4 LIST O F REACTIONS SUCCESSFULLY P E R F O R M E D I N A U T O M A
T E D SYNTHESIZERS 5 0
2.2 CONTINUOUS-FLOW SYNTHESIS O F V I T A M I N D 3 5 2
2.3 CONCLUSIONS 5 5
A C K N O W L E D G M E N T S 5 5 REFERENCES 5 6
3 CHEMOSELECTIVE REDUCTION O F AMIDES A N D IMIDES 5 9
SHOUBHIK DAS
3.1 INTRODUCTION 5 9
3.2 REDUCTION O F TERTIARY A M I D E S 61
3.3 REDUCTION O F SECONDARY A M I D E S 70
3.4 DEHYDRATION O F P R I M A R Y A M I D E S 73
3.5 REDUCTION O F I M I D E S 74
3.6 CONCLUSION 76
A C K N O W L E D G M E N T 76 REFERENCES 76
4 IONIC OZONIDES - FROM SIMPLE INORGANIC SALTS T O SUPRAMOLECULAR
BUILDING BLOCKS 79
H A N N E NUSS A N D MARTIN JANSEN 4.1 T H E FORGOTTEN OXYGEN A N I O N
79
4.2 T H E SYNTHESIS O F IONIC O Z O N I D E S 8 0
4.3 T H E STRUCTURAL VARIETY O F IONIC O Z O N I D E S 83
4.3.1 SIMPLE BINARY A N D PSEUDO-BINARY O Z O N I D E S 83
4.3.2 CS5([12]CROWN-4) 2(03)5 - F R O M SIMPLE SALTS TO S U P R A M O L
E C U L A R BUILDING BLOCKS 8 7
4.4 MAGNETIC PROPERTIES 89
4.5 CONCLUSIONS A N D PERSPECTIVES 93
REFERENCES 94
IMAGE 3
CONTENTS V I I
5 CHEMISTRY A N D BIOLOGICAL PROPERTIES O F AMIDINOUREAS: STRATEGIES FOR
T H E
SYNTHESIS O F ORIGINAL BIOACTIVE HIT C O M P O U N D S 9 7
DANIELE CASTAGNOLO
5.1 AMIDINOUREAS: A N INTRODUCTION 9 7
5.2 A M I D I N O U R E A S I N C H E M I S T R Y 99
5.3 SYNTHETIC STRATEGIES FOR T H E PREPARATION O F A M I D I N O U R E A
S 102
5.3.1 HYDROLYSIS O F BIGUANIDES 103
5.3.2 REACTION O F G U A N I D I N E S W I T H ISOCYANATES 103
5.3.3 HYDROLYSIS O F CYANOGUANIDINES 105
5.3.4 REACTION O F ACYL-S-METHYLISOTHIOUREA W I T H A M I N E S 106
5.3.5 REACTION O F DI-BOC-GUANIDINES W I T H A M I N E S 107
5.4 MACROCYCLIC A M I D I N O U R E A S 110
5.4.1 GUANYLATED POLYAMINES 111
5.4.2 CONVERSION O F DI-BOC-GUANYLATED D I A M I N E S I N T O A M I D I
N O U R E A S 113
5.4.3 SYNTHESIS O F CYCLIC A M I D I N O U R E A S 115
5.4.4 SYNTHESIS O F MACROCYCLIC A M I D I N O U R E A S F R O M
DI-BOC-MONOGUANYLATED
T R I A M I N E S 118
5.4.5 BIOLOGICAL PROPERTIES O F CYCLIC A M I D I N O U R E A S 120
5.5 PERSPECTIVES 123
A C K N O W L E D G M E N T S 124
REFERENCES 124
PART II CATALYSIS
6 DNA CATALYSTS FOR SYNTHETIC APPLICATIONS IN BIOMOLECULAR
CHEMISTRY 129 CLAUDIA HOBARTNER AND P.I. PRADEEPKUMAR
ABBREVIATIONS 129
6.1 INTRODUCTION 129
6.2 I N VITRO SELECTION O F DEOXYRIBOZYMES 130
6.3 SCOPE O F DNA-CATALYZED REACTIONS 132
6.4 SYNTHETIC APPLICATIONS O F RNA-CLEAVING DEOXYRIBOZYMES 133
6.5 DNA-CATALYZED LINEAR LIGATION O F RNA 137
6.6 DNA-CATALYZED SYNTHESIS O F 2',5'-BRANCHED NUCLEIC ACIDS 140
6.6.1 2',5'-BRANCHED RNA 143
6.6.2 2',5'-BRANCHED NUCLEIC ACIDS C O N T A I N I N G RNA AS SCAFFOLD A
N D D N A A S
ADAPTOR 144
6.6.3 2',5'-BRANCHED DNA 145
6.6.4 2',5'-BRANCHED NUCLEIC ACIDS C O N T A I N I N G D N A AS SCAFFOLD
A N D RNA A S
"ADAPTOR" 146
6.7 DNA-CATALYZED SYNTHESIS O F NUCLEOPEPTIDE CONJUGATES 146
6.8 MECHANISTIC ASPECTS O F D N A CATALYSIS 147
6.9 CONCLUSIONS A N D OUTLOOK 150
REFERENCES 150
IMAGE 4
V I I I CONTENTS
7 IRON-CATALYZED C S P 3 - H OXIDATION WITH H 2 0 2 : CONVERTING A
RADICAL
REACTION INTO A SELECTIVE A N D EFFICIENT SYNTHETIC TOOL 157 LAURA GOMEZ
7.1 INTRODUCTION A N D SCOPE 157
7.2 ENVIRONMENTALLY BENIGN C - H OXIDATION 158
7.3 INSPIRATION F R O M NATURE 158
7.4 MECHANISTIC CONSIDERATIONS 159
7.5 BIOINSPIRED C - H OXIDATION CATALYSTS 161
7.5.1 PORPHYRINIC CATALYSTS 161
7.5.2 NON-PORPHYRINIC M O N O N U C L E A R I R O N CATALYSTS 162
7.6 PERSPECTIVES 171
REFERENCES 172
8 HYDROGEN BONDS A S A N ALTERNATIVE ACTIVATION 175
EUGENIA MARQUES-LOPEZ A N D RAQUEL P. HERRERA 8.1 I N T R O D U C T I O
N 175
8.1.1 CHIRAL T H I O U R E A / U R E A ORGANOCATALYSTS 175
8.2 T H I O U R E A CATALYSTS 178
8.2.1 F R I E D E L - C R A F T S ALKYLATION REACTION 178
8.2.2 MICHAEL ADDITION REACTIONS 183
8.2.2.1 MICHAEL ADDITION REACTION O F N,N-DIALKYLHYDRAZONES TO
NITROALKENES 184
8.2.2.2 MICHAEL ADDITION REACTION O F FORMALDEHYDE N,N-DIALKYLHYDRAZONES
TO FI, Y - U N S A T U R A T E D A-KETO ESTERS 186 8.2.2.3 H Y D R O P H
O S P H O N Y L A T I O N REACTION O F NITROALKENES 188 8.2.3 A Z A - H
E N R Y REACTION 191
8.3 CONCLUSIONS 193
A C K N O W L E D G M E N T S 194 REFERENCES 194
9 ELECTROSYNTHESIZED STRUCTURED CATALYSTS FOR H 2 P R O D U C T I O N
201
PATRICIA BENITO, FRANCESCO BASILE, GIUSEPPE FORNASARI, MARCO MONTI,
ERIKA SCAVETTA, DOMENICA TONELLI, A N D ANGELO VACCARI 9.1 INTRODUCTION
201
9.2 PREPARATION O F STRUCTURED CATALYSTS 202
9.3 ELECTROSYNTHESIS 203
9.4 ELECTROSYNTHESIS O F HYDROTALCITE-TYPE C O M P O U N D S 204
9.4.1 EXPERIMENTAL 204
9.4.2 NI/AL A N D R H / M G / A L H T C O M P O U N D S O N FECRALLOY F
O A M S 207
9.4.3 CATALYSTS 210
9.4.4 S T E A M R E F O R M I N G A N D CATALYTIC PARTIAL OXIDATION O F
M E T H A N E 212
9.5 S U M M A R Y A N D OUTLOOK 214
REFERENCES 215
IMAGE 5
CONTENTS | I X
10 MICROKINETIC ANALYSIS O F COMPLEX CHEMICAL PROCESSES A T SURFACES 219
MATTEO MAESTRI
NOTATION 219
GREEK LETTERS 219
10.1 INTRODUCTION 219
10.2 T I M E A N D LENGTH SCALES I N H E T E R O G E N E O U S CATALYSIS
221
10.3 HIERARCHICAL MULTISCALE A P P R O A C H FOR MICROKINETIC MODEL
DEVELOPMENT 223
10.3.1 MICROKINETIC MODEL DEVELOPMENT 224
10.3.1.1 PREDICTION O F ACTIVATION ENERGIES U S I N G T H E UBI-QEP S E
M I E M P I R I C A L
M E T H O D 226
10.3.1.2 FIRST-PRINCIPLES A S S E S S M E N T O F T H E UBI-QEP
SEMIEMPIRICAL
M E T H O D 2 2 7
10.3.2 MESO-SCALE A N D MACROSCALE: REACTION A N D REACTOR E N G I N E E
R I N G 229
10.3.3 HIERARCHICAL MULTISCALE R E F I N E M E N T O F T H E
MICROKINETIC MODEL 230
10.4 SHOW CASE: MICROKINETIC ANALYSIS O F C H 4 P A R T I A L OXIDATION
O N R H 231
10.4.1 MICROKINETIC MODEL FOR T H E CONVERSION O F C H 4 TO SYNGAS 232
10.4.2 MICROKINETIC ANALYSIS O F I S O T H E R M A L C P O X DATA I N A
N N U L A R
REACTOR 232
10.4.3 MICROKINETIC ANALYSIS O F A U T O T H E R M A L C P O X DATA O N
F O A M S 239
10.5 CONCLUSIONS 241
ACKNOWLEDGMENTS 242
REFERENCES 242
11 SYNTHETIC POTENTIAL BEHIND GOLD-CATALYZED REDOX PROCESSES 247
CRISTINA NEVADO A N D TERESA DE HARO
11.1 INTRODUCTION 247
11.2 GOLD-CATALYZED REACTIONS INVOLVING OXYGEN FUNCTIONALITIES 247
11.2.1 OXIDATION O F ALKANES 247
11.2.2 OXIDATION O F ALCOHOLS TO CARBONYL C O M P O U N D S 248
11.2.3 OXIDATION O F ALKENES 2 5 0
11.2.4 OXIDATION O F SULFIDES TO SULFOXIDES 251
11.2.5 OXIDATION O F GOLD-CARBENE INTERMEDIATES 251
11.2.6 SUBSTRATES AS INTERNAL OXIDANTS 253
11.3 GOLD-CATALYZED REACTIONS INVOLVING NITROGEN FUNCTIONALITIES 2 5 5
11.4 GOLD-CATALYZED REACTIONS INVOLVING C - C B O N D F O R M A T I O N
256
11.4.1 ETHYNYLATION REACTIONS 256
11.4.2 H O M O C O U P L I N G REACTIONS 260
11.4.3 CROSS-COUPLING INVOLVING B A N D SI REAGENTS 262
11.5 GOLD-CATALYZED REACTIONS INVOLVING ALKENE DIFUNCTIONALIZATION 264
11.6 GOLD-CATALYZED REACTIONS INVOLVING H A L O G E N FUNCTIONALITIES 2
6 4
11.7 S U M M A R Y A N D OUTLOOK 266
REFERENCES 266
IMAGE 6
X | CONTENTS
12 TRANSITION-METAL COMPLEXES IN SUPPORTED LIQUID P H A S E A N D
SUPERCRITICAL FLUIDS - A BENEFICIAL COMBINATION FOR SELECTIVE
CONTINUOUS-FLOW CATALYSIS WITH INTEGRATED PRODUCT SEPARATION 2 7 3
ULRICH HINTERMAIR, TAMILSELVI CHINNUSAMY, A N D WALTER LEITNER
12.1 STRATEGIES FOR CATALYST IMMOBILIZATION U S I N G P E R M A N E N T
SEPARATION
BARRIERS 273
12.2 S U P P O R T E D LIQUID-PHASE CATALYSTS BASED O N ORGANIC SOLVENTS
(SLP) 274
12.3 S U P P O R T E D A Q U E O U S - P H A S E CATALYSTS (SAP) 278
12.4 S U P P O R T E D IONIC LIQUID-PHASE CATALYSTS (SILP) 280
12.4.1 SYNTHETIC M E T H O D S 280
12.4.2 CHARACTERISTICS 281
12.4.3 GAS-PHASE APPLICATIONS 282
12.4.4 LIQUID-PHASE APPLICATIONS 283
12.5 S U P P O R T E D LIQUID-PHASE CATALYSTS A N D SUPERCRITICAL FLUIDS
287
12.6 CONCLUSION 290
REFERENCES 292
PART III COMBINATORIAL A N D CHEMICAL BIOLOGY
13 INHIBITING PATHOGENIC PROTEIN AGGREGATION: COMBINATORIAL CHEMISTRY IN
COMBATING ALPHA-1 ANTITRYPSIN DEFICIENCY 299 YI-PIN CHANG
13.1 INTRODUCTION 299
13.2 -ANTITRYPSIN DEFICIENCY 301
13.2.1 A\ -ANTITRYPSIN A N D SERPIN 301
13.2.2 T H E POLYMERIZATION PATHWAYS O F SERPINS 303
13.2.3 E M E R G I N G T H E R A P E U T I C STRATEGIES 3 0 4
13.3 TARGETING T H E S4A SITE WITH T H E PEPTIDE A N N E A L I N G M E T
H O D 3 0 5
13.3.1 FUNCTIONAL A N D STRUCTURAL STUDIES O F RCLS 3 0 5
13.3.2 SMALLER RCL-DERIVED A N D NON-RCL SERPIN-BINDING PEPTIDES 306
13.4 EXPANDING T H E MOLECULAR DIVERSITY 3 0 7
13.4.1 ALANINE SCANNING, TRUNCATION, A N D D - A M I N O ACID S C A N N
I N G
LIBRARIES 308
13.4.2 T H E ^-STRAND-DIRECTED LIBRARY 309
13.4.3 T H E POSITIONAL S C A N N I N G LIBRARY 3 1 2
13.5 CHARACTERIZATION O F THE COMBINATORIALLY SELECTED PEPTIDE 314
13.5.1 VALIDATION O F T H E BINDING BY SPR 314
13.5.2 CYTOTOXICITY O F T H E IDENTIFIED PEPTIDE A N D T H E PROPOSED
STRUCTURE O F T H E
BINARY COMPLEX 315
13.6 CONCLUSION A N D OUTLOOK 316
A C K N O W L E D G M E N T S 317
REFERENCES 3 1 7
IMAGE 7
CONTENTS | X I
14 SYNTHESIS A N D APPLICATION O F MACROCYCLES USING DYNAMIC
COMBINATORIAL
CHEMISTRY 325
VITTORIO SAGGIOMO
14.1 SUPRAMOLECULAR C H E M I S T R Y 325
14.2 DYNAMIC COMBINATORIAL C H E M I S T R Y 326
14.2.1 T H E NEXT STEP: APPLICATIONS 3 3 0
14.3 I O N T R A N S P O R T ACROSS M E M B R A N E S MEDIATED BY A D Y
N A M I C
COMBINATORIAL LIBRARY 331 REFERENCES 341
15 TOWARD TOMORROW'S DRUGS: T H E SYNTHESIS O F C O M P O U N D
LIBRARIES BY
SOLID-PHASE CHEMISTRY 343 DAGMAR C. KAPELLER A N D STEFAN ERASE
ABBREVIATIONS 343 15.1 INTRODUCTION 344
15.1.1 T H E HISTORY O F D R U G DISCOVERY 3 4 4
15.1.2 CHARACTERISTICS O F DRUGLIKE MOLECULES 345
15.1.3 D R U G TARGETS 3 4 5
15.1.4 PRIVILEGED STRUCTURES 347
15.2 SOLID-PHASE SYNTHESIS O F SELECTED PRIVILEGED STRUCTURES 347
15.2.1 INTRODUCTION TO SOLID-PHASE SYNTHESIS 347
15.2.2 BENZODIAZEPINES 348
15.2.3 BENZOPYRANS 354
15.2.4 INDOLES 3 6 0
15.2.5 PYRAZOLES 3 6 4
15.3 CONCLUSIONS A N D OUTLOOK 371
A C K N O W L E D G M E N T 372 REFERENCES 3 72
INDEX 377 |
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| author2 | Pignataro, Bruno 1972- |
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| building | Verbundindex |
| bvnumber | BV040232457 |
| classification_rvk | VK 5500 |
| classification_tum | CHE 620f CHE 334f CHE 624f CHE 167f CHE 254f |
| ctrlnum | (OCoLC)794533420 (DE-599)DNB1016558570 |
| dewey-full | 547.21 |
| dewey-hundreds | 500 - Natural sciences and mathematics |
| dewey-ones | 547 - Organic chemistry |
| dewey-raw | 547.21 |
| dewey-search | 547.21 |
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| discipline | Chemie / Pharmazie Physik Chemie |
| format | Book |
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| genre | (DE-588)4143413-4 Aufsatzsammlung gnd-content |
| genre_facet | Aufsatzsammlung |
| id | DE-604.BV040232457 |
| illustrated | Illustrated |
| indexdate | 2024-07-21T00:34:17Z |
| institution | BVB |
| isbn | 9783527330904 3527330909 9783527645855 |
| language | English |
| oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-025088844 |
| oclc_num | 794533420 |
| open_access_boolean | |
| owner | DE-11 DE-703 DE-91G DE-BY-TUM DE-19 DE-BY-UBM DE-92 DE-29T |
| owner_facet | DE-11 DE-703 DE-91G DE-BY-TUM DE-19 DE-BY-UBM DE-92 DE-29T |
| physical | XXII, 383 S. Ill., graph. Darst. 25 cm |
| publishDate | 2012 |
| publishDateSearch | 2012 |
| publishDateSort | 2012 |
| publisher | Wiley-VCH-Verl. |
| record_format | marc |
| spelling | New strategies in chemical synthesis and catalysis ed. by Bruno Pignataro Weinheim Wiley-VCH-Verl. 2012 XXII, 383 S. Ill., graph. Darst. 25 cm txt rdacontent n rdamedia nc rdacarrier Literaturangaben Katalyse (DE-588)4029921-1 gnd rswk-swf Chemische Synthese (DE-588)4133806-6 gnd rswk-swf (DE-588)4143413-4 Aufsatzsammlung gnd-content Chemische Synthese (DE-588)4133806-6 s Katalyse (DE-588)4029921-1 s DE-604 Pignataro, Bruno 1972- (DE-588)135576520 edt X:MVB text/html http://deposit.dnb.de/cgi-bin/dokserv?id=3902529&prov=M&dok_var=1&dok_ext=htm Inhaltstext DNB Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=025088844&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | New strategies in chemical synthesis and catalysis Katalyse (DE-588)4029921-1 gnd Chemische Synthese (DE-588)4133806-6 gnd |
| subject_GND | (DE-588)4029921-1 (DE-588)4133806-6 (DE-588)4143413-4 |
| title | New strategies in chemical synthesis and catalysis |
| title_auth | New strategies in chemical synthesis and catalysis |
| title_exact_search | New strategies in chemical synthesis and catalysis |
| title_full | New strategies in chemical synthesis and catalysis ed. by Bruno Pignataro |
| title_fullStr | New strategies in chemical synthesis and catalysis ed. by Bruno Pignataro |
| title_full_unstemmed | New strategies in chemical synthesis and catalysis ed. by Bruno Pignataro |
| title_short | New strategies in chemical synthesis and catalysis |
| title_sort | new strategies in chemical synthesis and catalysis |
| topic | Katalyse (DE-588)4029921-1 gnd Chemische Synthese (DE-588)4133806-6 gnd |
| topic_facet | Katalyse Chemische Synthese Aufsatzsammlung |
| url | http://deposit.dnb.de/cgi-bin/dokserv?id=3902529&prov=M&dok_var=1&dok_ext=htm http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=025088844&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
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