Mathematical stereochemistry:
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| Format: | Book |
| Language: | English |
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Berlin ; Boston, Mass.
De Gruyter
2015
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| Subjects: | |
| Online Access: | Inhaltsverzeichnis Inhaltstext Inhaltsverzeichnis |
| Physical Description: | XVIII, 437 S. Ill., graph. Darst. |
| ISBN: | 9783110366709 9783110371970 |
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MARC
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| 100 | 1 | |a Fujita, Shinsaku |d 1944- |e Verfasser |0 (DE-588)11287987X |4 aut | |
| 245 | 1 | 0 | |a Mathematical stereochemistry |c Shinsaku Fujita |
| 264 | 1 | |a Berlin ; Boston, Mass. |b De Gruyter |c 2015 | |
| 300 | |a XVIII, 437 S. |b Ill., graph. Darst. | ||
| 336 | |b txt |2 rdacontent | ||
| 337 | |b n |2 rdamedia | ||
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| _version_ | 1809772146162925568 |
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CONTENTS
1. INTRODUCTION * 1
1.1 TWO-DIMENSIONAL VERSUS THREE-DIMENSIONAL STRUCTURES * 1
1.1.1 TWO-DIMENSIONAL STRUCTURES IN EARLY HISTORY OF ORGANIC
CHEMISTRY * 1
1.1.2 THREE-DIMENSIONAL STRUCTURES AFTER BEGINNING OF
STEREOCHEMISTRY * 2
1.1.3 ARBITRARY SWITCHING BETWEEN 2D-BASED AND 3D-BASED CONCEPTS * 2
1.2 PROBLEMATIC METHODOLOGY FOR CATEGORIZING ISOMERS AND
STEREOISOMERS * 4
1.2.1 SAME OR DIFFERENT * 5
1.2.2 DUAL DEFINITION OF ISOMERS * 6
1.2.3 POSITIONAL ISOMERS AS A KIND OF CONSTITUTIONAL ISOMERS * 9
1.3 PROBLEMATIC METHODOLOGY FOR CATEGORIZING ENANTIOMERS AND
DIASTEREOMERS *10
1.3.1 ENANTIOMERS *10
1.3.2 DIASTEREOMERS * 11
1.3.3 CHIRALITY AND STEREOGENICITY * 16
1.4 TOTAL MISLEADING FEATURES OF THE TRADITIONAL TERMINOLOGY ON
ISOMERS *16
1.4.1 TOTAL MISLEADING FLOWCHARTS *17
1.4.2 ANOTHER FLOWCHART WITH PARTIAL SOLUTIONS *18
1.4.3 MORE PROMISING WAY * 20
1.5 ISOMER NUMBERS * 20
1.5.1 COMBINATORIAL ENUMERATION AS 2D STRUCTURES * 21
1.5.2 IMPORTANCE OF THE PROLIGAND-PROMOLECULE MODEL * 21
1.5.3 COMBINATORIAL ENUMERATION AS 3D STRUCTURES * 22
1.6 STEREOISOGRAMS * 23
1.6.1 STEREOISOGRAMS AS DIAGRAMMATIC EXPRESSIONS OF FTS-STEREOISOMERIC
GROUPS * 23
1.6.2 THEORETICAL FOUNDATIONS AND GROUP HIERARCHY * 23
1.6.3 AVOIDANCE OF MISLEADING STANDPOINTS OF FL/S-STEREODESCRIPTORS * 24
1.6.4 AVOIDANCE OF MISLEADING STANDPOINTS OF
PRO-R/PRO-S- DESCRIPTORS * 25
1.6.5 GLOBAL SYMMETRIES AND LOCAL SYMMETRIES * 25
1.6.6 ENUMERATION UNDER FLS-STEREOISOMERIC GROUPS * 28
1.7 AIMS OF MATHEMATICAL STEREOCHEMISTRY * 28
REFERENCES * 29
HTTP://D-NB.INFO/1059131072
XII
CONTENTS
2. CLASSIFICATION OF ISOMERS * 35
2.1 EQUIVALENCE RELATIONSHIPS OF VARIOUS LEVELS OF ISOMERISM * 35
2.1.1 EQUIVALENCE RELATIONSHIPS AND EQUIVALENCE CLASSES * 35
2.1.2 ENANTIOMERS, STEREOISOMERS, AND ISOMERS * 36
2.1.3 INEQUIVALENCE RELATIONSHIPS * 40
2.1.4 ISOSKELETOMERS AS A MISSING LINK FOR CONSISTENT TERMINOLOGY *
2.1.5 CONSTITUTIONALLY-ANISOMERIC RELATIONSHIPS VS.
CONSTITUTIONALLY-LSOMERIC RELATIONSHIPS * 45
2.2 REVISED FLOWCHART FOR CATEGORIZING ISOMERS * 46
2.2.1 DESIGN OF A REVISED FLOWCHART FOR CATEGORIZING ISOMERS * 46
2.2.2 ILLUSTRATIVE EXAMPLES * 48
2.2.3 RESTRICTION OF THE DOMAIN OF ISOMERISM * 49
2.2.4 HARMONIZATION OF 3D-BASED CONCEPTS WITH 2D-BASED
CONCEPTS * 50
REFERENCES * 52
3. POINT-GROUP SYMMETRY * 53
3.1 STEREOSKELETONS AND THE PROLIGAND-PROMOLECULE MODEL * 53
3.1.1 CONFIGURATION AND CONFORMATION * 53
3.1.2 THE PROLIGAND-PROMOLECULE MODEL * 53
3.2 POINT GROUPS 56
3.2.1 SYMMETRY AXES AND SYMMETRY OPERATIONS * 56
3.2.2 CONSTRUCTION OF POINT GROUPS * 59
3.2.3 SUBGROUPS OF A POINT GROUP * 60
3.2.4 MAXIMUM CHIRAL SUBGROUP OF A POINT GROUP * 62
3.2.5 GLOBAL AND LOCAL POINT-GROUP SYMMETRIES * 63
3.3 POINT-GROUP SYMMETRIES OF STEREOSKELETONS * 67
3.3.1 STEREOSKELETONS OF LIGANCY 4 * 67
3.3.2 STEREOSKELETONS OF LIGANCY 6 * 72
3.3.3 STEREOSKELETONS OF LIGANCY 8 * 73
3.3.4 STEREOSKELETONS HAVING TWO OR MORE ORBITS * 74
3.4 POINT-GROUP SYMMETRIES OF (PRO)MOLECULES * 77
3.4.1 DERIVATION OF MOLECULES FROM A STEREOSKELETON VIA
PROMOLECULES * 77
3.4.2 ORBITS IN MOLECULES AND PROMOLECULES DERIVED FROM
STEREOSKELETONS * 78
3.4.3 THE SCR NOTATION * 82
3.4.4 SITE SYMMETRIES VS. COSET REPRESENTATIONS FOR SYMMETRY
NOTATIONS * 83
REFERENCES * 85
CONTENTS
4. SPHERICITIES OF ORBITS AND PROCHIRALITY * 87
4.1 SPHERICITIES OF ORBITS * 87
4.1.1 ORBITS OF EQUIVALENT PROLIGANDS * 87
4.1.2 THREE KINDS OF SPHERICITIES * 88
4.1.3 CHIRALITY FITTINGNESS FOR THREE MODES OF ACCOMMODATION * 89
4.2 PROCHIRALITY * 92
4.2.1 CONFUSION ON THE TERM 'PROCHIRALITY' * 92
4.2.2 PROCHIRALITY AS A GEOMETRIC CONCEPT * 95
4.2.3 ENANTIOSPHERIC ORBITS VS. ENANTIOTOPIC RELATIONSHIPS * 98
4.2.4 CHIROGENIC SITES IN AN ENANTIOSPHERIC ORBIT * 100
4.2.5 PROCHIRALITY CONCERNING CHIRAL PROLIGANDS IN ISOLATION *107
4.2.6 GLOBAL PROCHIRALITY AND LOCAL PROCHIRALITY *109
REFERENCES *113
5. FOUNDATIONS OF ENUMERATION UNDER POINT GROUPS * 115
5.1 ORBITS GOVERNED BY COSET REPRESENTATIONS *115
5.1.1 COSET REPRESENTATIONS *115
5.1.2 MARK TABLES *118
5.1.3 MULTIPLICITIES OF ORBITS * 120
5.2 SUBDUCTION OF COSET REPRESENTATIONS *122
5.2.1 SUBDUCED REPRESENTATIONS *123
5.2.2 UNIT SUBDUCED CYLCE INDICES (USCIS) *127
REFERENCES *130
6. SYMMETRY-ITEMIZED ENUMERATION UNDER POINT GROUPS *131
6.1 FUJITA'S USCI APPROACH * 131
6.1.1 HISTORICAL COMMENTS * 131
6.1.2 USCI-CFS FOR ITEMIZED ENUMERATION *131
6.1.3 SUBDUCED CYCLE INDICES FOR ITEMIZED ENUMERATION *138
6.2 THE FPM METHOD OF FUJITA'S USCI APPROACH *140
6.2.1 FIXED-POINT VECTORS (FPVS) AND MULTIPLICITY VECTORS (MVS) *140
6.2.2 FIXED-POINT MATRICES (FPMS) AND ISOMER-COUNTING MATRICES (ICMS)
141
6.2.3 PRACTICES OF THE FPM METHOD *143
6.3 THE PCI METHOD OF FUJITA'S USCI APPROACH * 149
6.3.1 PARTIAL CYCLE INDICES WITH CHIRALITY FITTINGNESS (PCI-CFS) *149
6.3.2 PARTIAL CYCLE INDICES WITHOUT CHIRALITY FITTINGNESS (PCIS) *151
6.3.3 PRACTICES OF THE PCI METHOD * 151
6.4 OTHER METHODS OF FUJITA'S USCI APPROACH *164
6.4.1 THE ELEMENTARY-SUPERPOSITION METHOD * 164
6.4.2 THE PARTIAL-SUPERPOSITION METHOD *165
6.5 APPLICATIONS OF FUJITA'S USCI APPROACH * 165
XIV *
CONTENTS
6.5.1 ENUMERATION OF FLEXIBLE MOLECULES *165
6.5.2 ENUMERATION OF MOLECULES INTERESTING STEREOCHEMICAL^ *166
6.5.3 ENUMERATION OF INORGANIC COMPLEXES * 168
6.5.4 ENUMERATION OF ORGANIC REACTIONS * 169
REFERENCES *170
7. GROSS ENUMERATION UNDER POINT GROUPS * 173
7.1 COUNTING ORBITS * 173
7.2 POLYA'S THEOREM OF COUNTING*174
7.3 FUJITA'S PROLIGAND METHOD OF COUNTING * 177
7.3.1 HISTORICAL COMMENTS *177
7.3.2 SPHERICITIES OF CYCLES *178
7.3.3 PRODUCTS OF SPHERICITY INDICES * 180
7.3.4 PRACTICES OF FUJITA'S PROLIGAND METHOD *183
7.3.5 ENUMERATION OF ACHIRAL AND CHIRAL PROMOLECULES * 187
REFERENCES *191
8. ENUMERATION OF ALKANES AS 3D STRUCTURES * 193
8.1 SURVEYS WITH HISTORICAL COMMENTS *193
8.2 ENUMERATION OF ALKYL LIGANDS AS 3D PLANTED TREES *195
8.2.1 ENUMERATION OF METHYL PROLIGANDS AS PLANTED PROMOLECULES *195
8.2.2 RECURSIVE ENUMERATION OF ALKYL LIGANDS AS PLANTED
PROMOLECULES * 200
8.2.3 FUNCTIONAL EQUATIONS FOR RECURSIVE ENUMERATION OF ALKYL
LIGANDS * 202
8.2.4 ACHIRAL ALKYL LIGANDS AND PAIRS OF ENANTIOMERIC ALKYL LIGANDS *
207
8.3 ENUMERATION OF ALKYL LIGANDS AS PLANTED TREES * 208
8.3.1 ALKYL LIGANDS OR MONOSUBSTITUTED ALKANES AS GRAPHS * 208
8.3.2 3D STRUCTURES VS. GRAPHS FOR CHARACTERIZING ALKYL LIGANDS OR
MONOSUBSTITUTED ALKANES * 210
8.4 ENUMERATION OF ALKANES (3D-TREES) AS 3D-STRUCTURAL ISOMERS * 212
8.4.1 ALKANES AS CENTROIDAL AND BICENTROIDAL 3D-TREES * 212
8.4.2 ENUMERATION OF CENTROIDAL ALKANES (3D-TREES) AS 3D-STRUCTURAL
ISOMERS * 214
8.4.3 ENUMERATION OF BICENTROIDAL ALKANES (3D-TREES) AS 3D-STRUCTURAL
ISOMERS * 217
8.4.4 TOTAL ENUMERATION OF ALKANES AS 3D-TREES * 222
8.5 ENUMERATION OF ALKANES (3D-TREES) AS STERIC ISOMERS * 224
8.5.1 CENTROIDAL ALKANES (3D-TREES) AS STERIC ISOMERS * 224
8.5.2 BICENTROIDAL ALKANES (3D-TREES) AS STERIC ISOMERS * 224
8.5.3 TOTAL ENUMERATION OF ALKANES (3D-TREES) AS STERIC ISOMERS * 226
CONTENTS
XV
8.6 ENUMERATION OF ALKANES (TREES) AS GRAPHS OR CONSTITUTIONAL
ISOMERS 226
8.6.1 ALKANES AS CENTROIDAL AND BICENTROIDAL TREES * 226
8.6.2 ENUMERATION OF CENTROIDAL ALKANES (TREES) AS CONSTITUTIONAL
ISOMERS * 227
8.6.3 ENUMERATION OF BICENTROIDAL ALKANES (TREES) AS CONSTITUTIONAL
ISOMERS * 228
8.6.4 TOTAL ENUMERATION OF ALKANES (TREES) AS GRAPHS OR CONSTITUTIONAL
ISOMERS * 231
REFERENCES * 231
9. PERMUTATION-GROUP SYMMETRY * 233
9.1 HISTORICAL COMMENTS * 233
9.2 PERMUTATION GROUPS * 235
9.2.1 PERMUTATION GROUPS AS SUBGROUPS OF SYMMETRIC GROUPS * 235
9.2.2 PERMUTATIONS VS. REFLECTIONS * 236
9.3 F?S-PERMUTATION GROUPS * 238
9.3.1 FLS-PERMUTATIONS AND FLS-DIASTEREOMERIC RELATIONSHIPS * 238
9.3.2 RS-PERMUTATION GROUPS VS. POINT GROUPS * 239
9.3.3 FORMULATION OF RS-PERMUTATION GROUPS * 244
9.3.4 ACTION OF FTS-PERMUTATION GROUPS * 245
9.3.5 MISLEADING FEATURES OF THE CONVENTIONAL TERMINOLOGY * 248
9.4 RS-PERMUTATION GROUPS FOR SKELETONS OF LIGANCY 4 * 252
9.4.1 RS-PERMUTATION GROUP FOR A TETRAHEDRAL SKELETON * 252
9.4.2 RS-PERMUTATION GROUP FOR AN ALLENE SKELETON * 261
9.4.3 RS-PERMUTATION GROUP FOR AN ETHYLENE SKELETON * 265
REFERENCES * 271
10. STEREOISOGRAMS AND RS-STEREOISOMERS * 273
10.1 STEREOISOGRAMS AS INTEGRATED DIAGRAMMATIC EXPRESSIONS * 273
10.1.1 ELEMENTARY STEREOISOGRAMS OF SKELETONS WITH POSITION
NUMBERING * 273
10.1.2 STEREOISOGRAMS BASED ON ELEMENTARY STEREOISOGRAMS * 280
10.2 ENUMERATION UNDER RS-STEREOISOMERIC GROUPS * 287
10.2.1 SUBGROUPS OF THE RS-STEREOISOMERIC GROUP C
3V
~F* 287
10.2.2 COSET REPRESENTATIONS * 290
10.2.3 MARK TABLE AND ITS INVERSE * 291
10.2.4 SUBDUCTION FOR RS-STEREOISOMERIC GROUPS * 292
10.2.5 USCI-CFS FOR RS-STEREOISOMERIC GROUPS * 294
10.2.6 SCI-CFS FOR RS-STEREOISOMERIC GROUPS * 297
10.2.7 THE PCI METHOD FOR FLS-STEREOISOMERIC GROUPS * 297
10.2.8 TYPE-ITEMIZED ENUMERATION BY THE PCI METHOD * 301
XVI
CONTENTS
10.2.9 GROSS ENUMERATION UNDER RS-STEREOISOMERIC GROUPS * 303
10.3 COMPARISON WITH ENUMERATION UNDER SUBGROUPS * 305
10.3.1 COMPARISON WITH ENUMERATION UNDER POINT GROUPS * 305
10.3.2 COMPARISON WITH ENUMERATION UNDER RS-PERMUTATION GROUPS * 307
10.3.3 COMPARISON WITH ENUMERATION UNDER MAXIMUM-CHIRAL POINT
SUBGROUPS * 309
10.4 RS-STEREOISOMERS AS INTERMEDIATE CONCEPTS * 311
REFERENCES * 312
11. STEREOISOGRAMS FOR TETRAHEDRAL DERIVATIVES * 313
11.1 RS-STEREOISOMERIC GROUP T
D
~J AND ELEMENTARY
STEREOISOGRAM * 313
11.2 STEREOISOGRAMS OF FIVE TYPES FOR TETRAHEDRAL DERIVATIVES * 315
11.2.1 TYPE-I STEREOISOGRAMS OF TETRAHEDRAL DERIVATIVES * 315
11.2.2 TYPE-LL STEREOISOGRAMS OF TETRAHEDRAL DERIVATIVES * 317
11.2.3 TYPE-ILL STEREOISOGRAMS OF TETRAHEDRAL DERIVATIVES * 318
11.2.4 TYPE-IV STEREOISOGRAMS OF TETRAHEDRAL DERIVATIVES * 319
11.2.5 TYPE-V STEREOISOGRAMS OF TETRAHEDRAL DERIVATIVES * 320
11.3 ENUMERATION UNDER THE RS-STEREOISOMERIC GROUP T
DS
F * 322
11.3.1 NON-REDUNDANT SET OF SUBGROUPS AND FIVE TYPES OF
SUBGROUPS * 322
11.3.2 SUBDUCTION OF COSET REPRESENTATIONS * 325
11.3.3 THE PCI METHOD FOR THE RS-STEREOISOMERIC GROUP T
D
~J* 327
11.3.4 TYPE-ITEMIZED ENUMERATION BY THE PCI METHOD * 332
11.4 COMPARISON WITH ENUMERATION UNDER SUBSYMMETRIES * 334
11.4.1 ENUMERATION OF TETRAHEDRAL PROMOLECULES UNDER THE POINT-GROUP
SYMMETRY * 334
11.4.2 ENUMERATION OF TETRAHEDRAL PROMOLECULES UNDER THE
RS-PERMUTATION-GROUP SYMMETRY * 336
11.4.3 COMPARISON WITH ENUMERATION UNDER MAXIMUM-CHIRAL POINT
SUBGROUPS * 338
11.4.4 CONFUSION BETWEEN THE POINT-GROUP SYMMETRY AND THE
RS-PERMUTATION-GROUP SYMMETRY * 339
REFERENCES * 340
12. STEREOISOGRAMS FOR ALIENE DERIVATIVES * 341
12.1 RS-STEREOISOMERIC GROUP AND ELEMENTARY
STEREOISOGRAM * 341
12.2 STEREOISOGRAMS OF FIVE TYPES FOR ALLENE DERIVATIVES * 343
12.2.1 TYPE-I STEREOISOGRAMS OF ALLENE DERIVATIVES * 343
12.2.2 TYPE-LL STEREOISOGRAMS OF ALLENE DERIVATIVES * 345
12.2.3 TYPE-ILL STEREOISOGRAMS OF ALLENE DERIVATIVES * 347
CONTENTS
XVII
12.2.4 TYPE-IV STEREOISOGRAMS OF ALLENE DERIVATIVES * 349
12.2.5 TYPE-V STEREOISOGRAMS OF ALLENE DERIVATIVES * 350
12.3 ENUMERATION UNDER THE FTS-STEREOISOMERIC GROUP * 352
12.3.1 NON-REDUNDANT SET OF SUBGROUPS AND FIVE TYPES OF
SUBGROUPS * 352
12.3.2 SUBDUCTION OF COSET REPRESENTATIONS * 355
12.3.3 THE PCI METHOD FOR THE F?S-STEREOISOMERIC GROUP * 355
12.3.4 TYPE-ITEMIZED ENUMERATION BY THE PCI METHOD * 360
12.4 COMPARISON WITH ENUMERATION UNDER SUBSYMMETRIES * 362
12.4.1 ENUMERATION OF ALLENE PROMOLECULES UNDER THE POINT-GROUP
SYMMETRY * 362
12.4.2 ENUMERATION OF ALLENE PROMOLECULES UNDER THE
FLS-PERMUTATION-GROUP SYMMETRY * 363
REFERENCES * 364
13. STEREOCHEMICAL NOMENCLATURE * 365
13.1 ABSOLUTE CONFIGURATION * 365
13.1.1 SINGLE PAIR OF ATTRIBUTES 'CHIRALITY/ACHIRALITY' IN MODERN
STEREOCHEMISTRY * 365
13.1.2 THREE PAIRS OF ATTRIBUTES IN FUJITA'S STEREOISOGRAM APPROACH *
366
13.1.3 THREE ASPECTS OF ABSOLUTE CONFIGURATION * 367
13.2 QUADRUPLETS OF RS-STEREOISOMERS AS EQUIVALENCE CLASSES * 368
13.2.1 THREE TYPES OF PAIRWISE RELATIONSHIPS IN A QUADRUPLET OF
RS-STEREOISOMERS * 368
13.2.2 FORMULATION OF STEREOISOGRAMS AS QUADRUPLETS OF
FLS-STEREOISOMERS * 370
13.3 INNER STRUCTURES OF PROMOLECULES * 370
13.3.1 INNER STRUCTURES OF RS-STEREOGENIC PROMOLECULES * 371
13.3.2 INNER STRUCTURES OF FLS-ASTEREOGENIC PROMOLECULES * 374
13.4 ASSIGNMENT OF STEREOCHEMICAL NOMENCLATURE * 376
13.4.1 SINGLE CRITERION FOR GIVING F?S-STEREODESCRIPTORS * 377
13.4.2 RS-DIASTEREOMERS: THE CIP PRIORITY SYSTEM * 378
13.4.3 FI/S-STEREODESCRIPTORS AND STEREOISOGRAMS * 380
13.4.4 CHIRALITY FAITHFULNESS * 382
13.4.5 STEREOCHEMICAL NOTATIONS FOR OTHER SKELETONS * 384
REFERENCES * 385
14. PRO-RS-STEREOGENICITY BASED ON ORBITS * 387
14.1 PROCHIRALITY VS. PRO-FLS-STEREOGENICITY * 387
14.1.1 PROCHIRALITY AS A GEOMETRIC CONCEPT * 387
14.1.2 PRO-FLS-STEREOGENICITY AS A STEREOISOMERIC CONCEPT * 388
XVIII *
CONTENTS
14.1.3 PROCHIRALITY AND PRO-FIS-STEREOGENICITY FOR TETRAHEDRAL
DERIVATIVES * 388
14.2 ORBITS UNDER RS-PERMUTATION GROUPS * 388
14.2.1 RS-TROPICITY 388
14.2.2 PRO-RS-STEREOGENICITY AS A STEREOISOMERIC CONCEPT * 390
14.3 PRO-FI/PRO-S-DESCRIPTORS * 392
14.3.1 RS-DIASTEREOTOPIC RELATIONSHIPS * 392
14.3.2 SINGLE CRITERION FOR GIVING PRO-R/PRO-S-DESCRIPTORS * 393
14.3.3 PROBE STEREOISOGRAMS FOR ASSINING PRO-R/PRO-S-DESCRIPTORS * 394
14.3.4 MISLEADING INTERPRETATION OF 'PROCHIRALITY' IN MODERN
STEREOCHEMISTRY * 396
14.4 PRO-RS-STEREOGENICITY DISTINCT FROM PROCHIRALITY * 398
14.4.1 SIMULTANEITY OF PROCHIRALITY AND PRO-RS-STEREOGENICITY IN A
TYPE-IV
PROMOLECULE * 398
14.4.2 COINCIDENCE OF PROCHIRALITY AND PRO-FLS-STEREOGENICITY * 400
14.4.3 PROCHIRAL (BUT ALREADY RS-STEREOGENIC) PROMOLECULES * 402
14.5 PRO-RS-STEREOGENICITY FOR PRO-FT/PRO-S-DESCRIPTORS 403
REFERENCES * 404
15. PERSPECTIVES * 405
15.1 ENUMERATION OF HIGHLY SYMMETRIC MOLECULES * 405
15.2 INTERACTION OF ORBITS OF DIFFERENT KINDS * 405
15.3 CORRELATION DIAGRAMS OF STEREOISOGRAMS * 406
15.4 GROUP HIERARCHY * 407
15.5 NON-RIGID MOLECULES AND CONFORMATIONS * 409
15.6 INTERDISCIPLINARY NATURE OF MATHEMATICAL STEREOCHEMISTRY * 409
15.6.1 MATHEMATICAL AND STEREOCHEMICAL BARRIERS IN PRACTICAL LEVELS *
410
15.6.2 MATHEMATICAL AND STEREOCHEMICAL BARRIERS IN CONCEPTUAL
LEVELS * 411
15.7 REORGANIZING THE THEORETICAL FOUNDATIONS OF STEREOCHEMISTRY AND
STEREOISOMERISM * 411
REFERENCES * 412
INDEX * 415 |
| any_adam_object | 1 |
| author | Fujita, Shinsaku 1944- |
| author_GND | (DE-588)11287987X |
| author_facet | Fujita, Shinsaku 1944- |
| author_role | aut |
| author_sort | Fujita, Shinsaku 1944- |
| author_variant | s f sf |
| building | Verbundindex |
| bvnumber | BV042881657 |
| classification_rvk | VC 6100 VE 5700 VE 9350 |
| ctrlnum | (OCoLC)893439457 (DE-599)DNB1059131072 |
| dewey-full | 547.1223 |
| dewey-hundreds | 500 - Natural sciences and mathematics |
| dewey-ones | 547 - Organic chemistry |
| dewey-raw | 547.1223 |
| dewey-search | 547.1223 |
| dewey-sort | 3547.1223 |
| dewey-tens | 540 - Chemistry and allied sciences |
| discipline | Chemie / Pharmazie |
| format | Book |
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| genre | (DE-588)4123623-3 Lehrbuch gnd-content |
| genre_facet | Lehrbuch |
| id | DE-604.BV042881657 |
| illustrated | Illustrated |
| indexdate | 2024-09-10T01:53:33Z |
| institution | BVB |
| isbn | 9783110366709 9783110371970 |
| language | English |
| oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-028310501 |
| oclc_num | 893439457 |
| open_access_boolean | |
| owner | DE-11 DE-29T DE-19 DE-BY-UBM |
| owner_facet | DE-11 DE-29T DE-19 DE-BY-UBM |
| physical | XVIII, 437 S. Ill., graph. Darst. |
| publishDate | 2015 |
| publishDateSearch | 2015 |
| publishDateSort | 2015 |
| publisher | De Gruyter |
| record_format | marc |
| spelling | Fujita, Shinsaku 1944- Verfasser (DE-588)11287987X aut Mathematical stereochemistry Shinsaku Fujita Berlin ; Boston, Mass. De Gruyter 2015 XVIII, 437 S. Ill., graph. Darst. txt rdacontent n rdamedia nc rdacarrier Stereochemie (DE-588)4129569-9 gnd rswk-swf (DE-588)4123623-3 Lehrbuch gnd-content Stereochemie (DE-588)4129569-9 s DE-604 Erscheint auch als Online-Ausgabe, EPUB 978-3-11-038637-0 Erscheint auch als Online-Ausgabe, PDF 978-3-11-036669-3 B:DE-101 application/pdf http://d-nb.info/1059131072/04 Inhaltsverzeichnis X:MVB text/html http://deposit.dnb.de/cgi-bin/dokserv?id=4790857&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=028310501&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Fujita, Shinsaku 1944- Mathematical stereochemistry Stereochemie (DE-588)4129569-9 gnd |
| subject_GND | (DE-588)4129569-9 (DE-588)4123623-3 |
| title | Mathematical stereochemistry |
| title_auth | Mathematical stereochemistry |
| title_exact_search | Mathematical stereochemistry |
| title_full | Mathematical stereochemistry Shinsaku Fujita |
| title_fullStr | Mathematical stereochemistry Shinsaku Fujita |
| title_full_unstemmed | Mathematical stereochemistry Shinsaku Fujita |
| title_short | Mathematical stereochemistry |
| title_sort | mathematical stereochemistry |
| topic | Stereochemie (DE-588)4129569-9 gnd |
| topic_facet | Stereochemie Lehrbuch |
| url | http://d-nb.info/1059131072/04 http://deposit.dnb.de/cgi-bin/dokserv?id=4790857&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=028310501&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
| work_keys_str_mv | AT fujitashinsaku mathematicalstereochemistry |
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