Electronic structure and reactivity of 3-acetyl-2-methylbenzo[b]thiophene: a quantum chemical study View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2011-11

AUTHORS

V. N. Yarovenko, L. V. Khristoforova, L. I. Belen’kii, N. D. Chuvylkin, M. M. Krayushkin

ABSTRACT

The electronic structures of 3-acetyl-2-methylbenzothiophene, the cations resulting from its C-protonation at positions 4–7 and O-protonation, and the dications formed upon protonation at positions 4–7 of the O-protonation product were studied by the MNDO, HF/3-21G, and B3LYP/3-21G methods. Analysis of the relative energies of these cations and dications is in line with the earlier authors’ data on the predominant reactivity of positions 4 and 6 of the 3-acetyl-2-methylbenzothiophene molecule toward acylation. More... »

PAGES

2315-2319

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/s11172-011-0354-x

DOI

http://dx.doi.org/10.1007/s11172-011-0354-x

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1004877063


Indexing Status Check whether this publication has been indexed by Scopus and Web Of Science using the SN Indexing Status Tool
Incoming Citations Browse incoming citations for this publication using opencitations.net

JSON-LD is the canonical representation for SciGraph data.

TIP: You can open this SciGraph record using an external JSON-LD service: JSON-LD Playground Google SDTT

[
  {
    "@context": "https://springernature.github.io/scigraph/jsonld/sgcontext.json", 
    "about": [
      {
        "id": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/03", 
        "inDefinedTermSet": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/", 
        "name": "Chemical Sciences", 
        "type": "DefinedTerm"
      }, 
      {
        "id": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/0307", 
        "inDefinedTermSet": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/", 
        "name": "Theoretical and Computational Chemistry", 
        "type": "DefinedTerm"
      }
    ], 
    "author": [
      {
        "affiliation": {
          "alternateName": "N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation", 
          "id": "http://www.grid.ac/institutes/grid.439283.7", 
          "name": [
            "N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Yarovenko", 
        "givenName": "V. N.", 
        "id": "sg:person.013442641550.93", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.013442641550.93"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation", 
          "id": "http://www.grid.ac/institutes/grid.439283.7", 
          "name": [
            "N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Khristoforova", 
        "givenName": "L. V.", 
        "id": "sg:person.015311266047.32", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.015311266047.32"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation", 
          "id": "http://www.grid.ac/institutes/grid.439283.7", 
          "name": [
            "N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Belen\u2019kii", 
        "givenName": "L. I.", 
        "id": "sg:person.016614773551.45", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.016614773551.45"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation", 
          "id": "http://www.grid.ac/institutes/grid.439283.7", 
          "name": [
            "N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Chuvylkin", 
        "givenName": "N. D.", 
        "id": "sg:person.010473055641.48", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.010473055641.48"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation", 
          "id": "http://www.grid.ac/institutes/grid.439283.7", 
          "name": [
            "N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Krayushkin", 
        "givenName": "M. M.", 
        "id": "sg:person.0625134117.19", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.0625134117.19"
        ], 
        "type": "Person"
      }
    ], 
    "citation": [
      {
        "id": "sg:pub.10.1007/s00214-009-0666-1", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1003733272", 
          "https://doi.org/10.1007/s00214-009-0666-1"
        ], 
        "type": "CreativeWork"
      }
    ], 
    "datePublished": "2011-11", 
    "datePublishedReg": "2011-11-01", 
    "description": "The electronic structures of 3-acetyl-2-methylbenzothiophene, the cations resulting from its C-protonation at positions 4\u20137 and O-protonation, and the dications formed upon protonation at positions 4\u20137 of the O-protonation product were studied by the MNDO, HF/3-21G, and B3LYP/3-21G methods. Analysis of the relative energies of these cations and dications is in line with the earlier authors\u2019 data on the predominant reactivity of positions 4 and 6 of the 3-acetyl-2-methylbenzothiophene molecule toward acylation.", 
    "genre": "article", 
    "id": "sg:pub.10.1007/s11172-011-0354-x", 
    "isAccessibleForFree": false, 
    "isPartOf": [
      {
        "id": "sg:journal.1022309", 
        "issn": [
          "1066-5285", 
          "1573-9171"
        ], 
        "name": "Russian Chemical Bulletin", 
        "publisher": "Springer Nature", 
        "type": "Periodical"
      }, 
      {
        "issueNumber": "11", 
        "type": "PublicationIssue"
      }, 
      {
        "type": "PublicationVolume", 
        "volumeNumber": "60"
      }
    ], 
    "keywords": [
      "electronic structure", 
      "B3LYP/3-21G methods", 
      "position 4", 
      "quantum chemical study", 
      "HF/3-21G", 
      "chemical studies", 
      "O-protonation", 
      "relative energies", 
      "G method", 
      "C-protonation", 
      "dication", 
      "cations", 
      "reactivity", 
      "protonation", 
      "MNDO", 
      "molecules", 
      "acylation", 
      "structure", 
      "products", 
      "energy", 
      "method", 
      "analysis", 
      "study", 
      "data", 
      "lines", 
      "authors' data", 
      "predominant reactivity"
    ], 
    "name": "Electronic structure and reactivity of 3-acetyl-2-methylbenzo[b]thiophene: a quantum chemical study", 
    "pagination": "2315-2319", 
    "productId": [
      {
        "name": "dimensions_id", 
        "type": "PropertyValue", 
        "value": [
          "pub.1004877063"
        ]
      }, 
      {
        "name": "doi", 
        "type": "PropertyValue", 
        "value": [
          "10.1007/s11172-011-0354-x"
        ]
      }
    ], 
    "sameAs": [
      "https://doi.org/10.1007/s11172-011-0354-x", 
      "https://app.dimensions.ai/details/publication/pub.1004877063"
    ], 
    "sdDataset": "articles", 
    "sdDatePublished": "2022-12-01T06:29", 
    "sdLicense": "https://scigraph.springernature.com/explorer/license/", 
    "sdPublisher": {
      "name": "Springer Nature - SN SciGraph project", 
      "type": "Organization"
    }, 
    "sdSource": "s3://com-springernature-scigraph/baseset/20221201/entities/gbq_results/article/article_549.jsonl", 
    "type": "ScholarlyArticle", 
    "url": "https://doi.org/10.1007/s11172-011-0354-x"
  }
]
 

Download the RDF metadata as:  json-ld nt turtle xml License info

HOW TO GET THIS DATA PROGRAMMATICALLY:

JSON-LD is a popular format for linked data which is fully compatible with JSON.

curl -H 'Accept: application/ld+json' 'https://scigraph.springernature.com/pub.10.1007/s11172-011-0354-x'

N-Triples is a line-based linked data format ideal for batch operations.

curl -H 'Accept: application/n-triples' 'https://scigraph.springernature.com/pub.10.1007/s11172-011-0354-x'

Turtle is a human-readable linked data format.

curl -H 'Accept: text/turtle' 'https://scigraph.springernature.com/pub.10.1007/s11172-011-0354-x'

RDF/XML is a standard XML format for linked data.

curl -H 'Accept: application/rdf+xml' 'https://scigraph.springernature.com/pub.10.1007/s11172-011-0354-x'


 

This table displays all metadata directly associated to this object as RDF triples.

116 TRIPLES      21 PREDICATES      53 URIs      44 LITERALS      6 BLANK NODES

Subject Predicate Object
1 sg:pub.10.1007/s11172-011-0354-x schema:about anzsrc-for:03
2 anzsrc-for:0307
3 schema:author N63715ced981543959523b762b2d08b85
4 schema:citation sg:pub.10.1007/s00214-009-0666-1
5 schema:datePublished 2011-11
6 schema:datePublishedReg 2011-11-01
7 schema:description The electronic structures of 3-acetyl-2-methylbenzothiophene, the cations resulting from its C-protonation at positions 4–7 and O-protonation, and the dications formed upon protonation at positions 4–7 of the O-protonation product were studied by the MNDO, HF/3-21G, and B3LYP/3-21G methods. Analysis of the relative energies of these cations and dications is in line with the earlier authors’ data on the predominant reactivity of positions 4 and 6 of the 3-acetyl-2-methylbenzothiophene molecule toward acylation.
8 schema:genre article
9 schema:isAccessibleForFree false
10 schema:isPartOf N0a067442ff46400d9944924735ef216e
11 N6cffc49608f34d3eb73266ea7552cea5
12 sg:journal.1022309
13 schema:keywords B3LYP/3-21G methods
14 C-protonation
15 G method
16 HF/3-21G
17 MNDO
18 O-protonation
19 acylation
20 analysis
21 authors' data
22 cations
23 chemical studies
24 data
25 dication
26 electronic structure
27 energy
28 lines
29 method
30 molecules
31 position 4
32 predominant reactivity
33 products
34 protonation
35 quantum chemical study
36 reactivity
37 relative energies
38 structure
39 study
40 schema:name Electronic structure and reactivity of 3-acetyl-2-methylbenzo[b]thiophene: a quantum chemical study
41 schema:pagination 2315-2319
42 schema:productId N4294dec1635a42618b432606a30b4f80
43 Ne9ea92a6ee6f49579e0e3fc95bc58bd4
44 schema:sameAs https://app.dimensions.ai/details/publication/pub.1004877063
45 https://doi.org/10.1007/s11172-011-0354-x
46 schema:sdDatePublished 2022-12-01T06:29
47 schema:sdLicense https://scigraph.springernature.com/explorer/license/
48 schema:sdPublisher Ned210aa46d6841008e8728de7b450dba
49 schema:url https://doi.org/10.1007/s11172-011-0354-x
50 sgo:license sg:explorer/license/
51 sgo:sdDataset articles
52 rdf:type schema:ScholarlyArticle
53 N0a067442ff46400d9944924735ef216e schema:issueNumber 11
54 rdf:type schema:PublicationIssue
55 N4094af255cc74cbca7ec82dd17dfaa61 rdf:first sg:person.015311266047.32
56 rdf:rest Nf546062c7e52496dafb6817569f8bc8b
57 N4294dec1635a42618b432606a30b4f80 schema:name doi
58 schema:value 10.1007/s11172-011-0354-x
59 rdf:type schema:PropertyValue
60 N63715ced981543959523b762b2d08b85 rdf:first sg:person.013442641550.93
61 rdf:rest N4094af255cc74cbca7ec82dd17dfaa61
62 N6cffc49608f34d3eb73266ea7552cea5 schema:volumeNumber 60
63 rdf:type schema:PublicationVolume
64 N88aadf74c22a4ad7bdb7cb24224d7e3b rdf:first sg:person.0625134117.19
65 rdf:rest rdf:nil
66 N96227d559c374dc6a5b6e1d5d452fb64 rdf:first sg:person.010473055641.48
67 rdf:rest N88aadf74c22a4ad7bdb7cb24224d7e3b
68 Ne9ea92a6ee6f49579e0e3fc95bc58bd4 schema:name dimensions_id
69 schema:value pub.1004877063
70 rdf:type schema:PropertyValue
71 Ned210aa46d6841008e8728de7b450dba schema:name Springer Nature - SN SciGraph project
72 rdf:type schema:Organization
73 Nf546062c7e52496dafb6817569f8bc8b rdf:first sg:person.016614773551.45
74 rdf:rest N96227d559c374dc6a5b6e1d5d452fb64
75 anzsrc-for:03 schema:inDefinedTermSet anzsrc-for:
76 schema:name Chemical Sciences
77 rdf:type schema:DefinedTerm
78 anzsrc-for:0307 schema:inDefinedTermSet anzsrc-for:
79 schema:name Theoretical and Computational Chemistry
80 rdf:type schema:DefinedTerm
81 sg:journal.1022309 schema:issn 1066-5285
82 1573-9171
83 schema:name Russian Chemical Bulletin
84 schema:publisher Springer Nature
85 rdf:type schema:Periodical
86 sg:person.010473055641.48 schema:affiliation grid-institutes:grid.439283.7
87 schema:familyName Chuvylkin
88 schema:givenName N. D.
89 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.010473055641.48
90 rdf:type schema:Person
91 sg:person.013442641550.93 schema:affiliation grid-institutes:grid.439283.7
92 schema:familyName Yarovenko
93 schema:givenName V. N.
94 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.013442641550.93
95 rdf:type schema:Person
96 sg:person.015311266047.32 schema:affiliation grid-institutes:grid.439283.7
97 schema:familyName Khristoforova
98 schema:givenName L. V.
99 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.015311266047.32
100 rdf:type schema:Person
101 sg:person.016614773551.45 schema:affiliation grid-institutes:grid.439283.7
102 schema:familyName Belen’kii
103 schema:givenName L. I.
104 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.016614773551.45
105 rdf:type schema:Person
106 sg:person.0625134117.19 schema:affiliation grid-institutes:grid.439283.7
107 schema:familyName Krayushkin
108 schema:givenName M. M.
109 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.0625134117.19
110 rdf:type schema:Person
111 sg:pub.10.1007/s00214-009-0666-1 schema:sameAs https://app.dimensions.ai/details/publication/pub.1003733272
112 https://doi.org/10.1007/s00214-009-0666-1
113 rdf:type schema:CreativeWork
114 grid-institutes:grid.439283.7 schema:alternateName N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation
115 schema:name N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation
116 rdf:type schema:Organization
 




Preview window. Press ESC to close (or click here)


...