Reactivity of molecules with nitrogen-containing functional groups toward H+ and SiMe3+ ions View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

1998-06

AUTHORS

V. I. Kadentsev, N. D. Chuvylkin, A. A. Stomakhin, N. G. Kolotyrkina, O. S. Chizhov

ABSTRACT

The equilibrium constants of trimethylsilyl cation transfer reactions differ from those of proton transfer reactions by many orders of magnitude. The basicity of MeCN (1), MeNO2 (2), and Et2NH (3) in the gas phase decreases in the series3≫1>2, whereas the affinity of the same compounds for trimethylsilyl cation decreases in the series1≫3≈2. Semiempirical quantum-chemical MNDO calculations indicate that the formation of MeCN·SiMe3+ ions is thermodynamically more favorable than that of MeNH2·SiMe3+ ions. More... »

PAGES

1228-1229

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/bf02503505

DOI

http://dx.doi.org/10.1007/bf02503505

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1035794677


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/2008/0302", 
        "inDefinedTermSet": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/", 
        "name": "Inorganic Chemistry", 
        "type": "DefinedTerm"
      }, 
      {
        "id": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/0306", 
        "inDefinedTermSet": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/", 
        "name": "Physical Chemistry (incl. Structural)", 
        "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., 117913, 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., 117913, Moscow, Russian Federation"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Kadentsev", 
        "givenName": "V. I.", 
        "id": "sg:person.010300327547.28", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.010300327547.28"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913, 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., 117913, 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., 117913, 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., 117913, Moscow, Russian Federation"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Stomakhin", 
        "givenName": "A. A.", 
        "id": "sg:person.01210047302.80", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.01210047302.80"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913, 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., 117913, Moscow, Russian Federation"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Kolotyrkina", 
        "givenName": "N. G.", 
        "id": "sg:person.016374705303.78", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.016374705303.78"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913, 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., 117913, Moscow, Russian Federation"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Chizhov", 
        "givenName": "O. S.", 
        "id": "sg:person.014663256724.68", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.014663256724.68"
        ], 
        "type": "Person"
      }
    ], 
    "datePublished": "1998-06", 
    "datePublishedReg": "1998-06-01", 
    "description": "The equilibrium constants of trimethylsilyl cation transfer reactions differ from those of proton transfer reactions by many orders of magnitude. The basicity of MeCN (1), MeNO2 (2), and Et2NH (3) in the gas phase decreases in the series3\u226b1>2, whereas the affinity of the same compounds for trimethylsilyl cation decreases in the series1\u226b3\u22482. Semiempirical quantum-chemical MNDO calculations indicate that the formation of MeCN\u00b7SiMe3+ ions is thermodynamically more favorable than that of MeNH2\u00b7SiMe3+ ions.", 
    "genre": "article", 
    "id": "sg:pub.10.1007/bf02503505", 
    "inLanguage": "en", 
    "isAccessibleForFree": false, 
    "isPartOf": [
      {
        "id": "sg:journal.1022309", 
        "issn": [
          "1026-3500", 
          "1066-5285"
        ], 
        "name": "Russian Chemical Bulletin", 
        "publisher": "Springer Nature", 
        "type": "Periodical"
      }, 
      {
        "issueNumber": "6", 
        "type": "PublicationIssue"
      }, 
      {
        "type": "PublicationVolume", 
        "volumeNumber": "47"
      }
    ], 
    "keywords": [
      "transfer reactions", 
      "quantum-chemical MNDO calculations", 
      "nitrogen-containing functional groups", 
      "reactivity of molecules", 
      "proton transfer reactions", 
      "MNDO calculations", 
      "functional groups", 
      "gas phase", 
      "cation decreases", 
      "equilibrium constants", 
      "same compounds", 
      "ions", 
      "orders of magnitude", 
      "reaction", 
      "MeCN", 
      "SiMe3", 
      "MeNO2", 
      "Et2NH", 
      "basicity", 
      "compounds", 
      "molecules", 
      "reactivity", 
      "constants", 
      "affinity", 
      "calculations", 
      "formation", 
      "phase", 
      "magnitude", 
      "group", 
      "order", 
      "decrease"
    ], 
    "name": "Reactivity of molecules with nitrogen-containing functional groups toward H+ and SiMe3+ ions", 
    "pagination": "1228-1229", 
    "productId": [
      {
        "name": "dimensions_id", 
        "type": "PropertyValue", 
        "value": [
          "pub.1035794677"
        ]
      }, 
      {
        "name": "doi", 
        "type": "PropertyValue", 
        "value": [
          "10.1007/bf02503505"
        ]
      }
    ], 
    "sameAs": [
      "https://doi.org/10.1007/bf02503505", 
      "https://app.dimensions.ai/details/publication/pub.1035794677"
    ], 
    "sdDataset": "articles", 
    "sdDatePublished": "2022-05-20T07:19", 
    "sdLicense": "https://scigraph.springernature.com/explorer/license/", 
    "sdPublisher": {
      "name": "Springer Nature - SN SciGraph project", 
      "type": "Organization"
    }, 
    "sdSource": "s3://com-springernature-scigraph/baseset/20220519/entities/gbq_results/article/article_261.jsonl", 
    "type": "ScholarlyArticle", 
    "url": "https://doi.org/10.1007/bf02503505"
  }
]
 

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/bf02503505'

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/bf02503505'

Turtle is a human-readable linked data format.

curl -H 'Accept: text/turtle' 'https://scigraph.springernature.com/pub.10.1007/bf02503505'

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

curl -H 'Accept: application/rdf+xml' 'https://scigraph.springernature.com/pub.10.1007/bf02503505'


 

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

125 TRIPLES      21 PREDICATES      59 URIs      49 LITERALS      6 BLANK NODES

Subject Predicate Object
1 sg:pub.10.1007/bf02503505 schema:about anzsrc-for:03
2 anzsrc-for:0302
3 anzsrc-for:0306
4 anzsrc-for:0307
5 schema:author N2b0eaef790424df390fa25d3bf98b70b
6 schema:datePublished 1998-06
7 schema:datePublishedReg 1998-06-01
8 schema:description The equilibrium constants of trimethylsilyl cation transfer reactions differ from those of proton transfer reactions by many orders of magnitude. The basicity of MeCN (1), MeNO2 (2), and Et2NH (3) in the gas phase decreases in the series3≫1>2, whereas the affinity of the same compounds for trimethylsilyl cation decreases in the series1≫3≈2. Semiempirical quantum-chemical MNDO calculations indicate that the formation of MeCN·SiMe3+ ions is thermodynamically more favorable than that of MeNH2·SiMe3+ ions.
9 schema:genre article
10 schema:inLanguage en
11 schema:isAccessibleForFree false
12 schema:isPartOf N6cbb1f218d9c4848a15ff9428f853217
13 N7a9f06d97d2f40c584b382d17d8aae9b
14 sg:journal.1022309
15 schema:keywords Et2NH
16 MNDO calculations
17 MeCN
18 MeNO2
19 SiMe3
20 affinity
21 basicity
22 calculations
23 cation decreases
24 compounds
25 constants
26 decrease
27 equilibrium constants
28 formation
29 functional groups
30 gas phase
31 group
32 ions
33 magnitude
34 molecules
35 nitrogen-containing functional groups
36 order
37 orders of magnitude
38 phase
39 proton transfer reactions
40 quantum-chemical MNDO calculations
41 reaction
42 reactivity
43 reactivity of molecules
44 same compounds
45 transfer reactions
46 schema:name Reactivity of molecules with nitrogen-containing functional groups toward H+ and SiMe3+ ions
47 schema:pagination 1228-1229
48 schema:productId N8b3b41268c104f0aa67b44c0baafce2b
49 N8c82b9fe0957457ca848d5caaed4162e
50 schema:sameAs https://app.dimensions.ai/details/publication/pub.1035794677
51 https://doi.org/10.1007/bf02503505
52 schema:sdDatePublished 2022-05-20T07:19
53 schema:sdLicense https://scigraph.springernature.com/explorer/license/
54 schema:sdPublisher Nf5ca9bdb27b84a0cac76b90d5012100c
55 schema:url https://doi.org/10.1007/bf02503505
56 sgo:license sg:explorer/license/
57 sgo:sdDataset articles
58 rdf:type schema:ScholarlyArticle
59 N166008f05c18473abfbc04416f63f3f8 rdf:first sg:person.014663256724.68
60 rdf:rest rdf:nil
61 N2b0eaef790424df390fa25d3bf98b70b rdf:first sg:person.010300327547.28
62 rdf:rest N65400f0cd6c0438e9abddd63789a477a
63 N3b88e87dab0643e9916cbbda2f117c9a rdf:first sg:person.01210047302.80
64 rdf:rest Nc204139210344e1ebdc22197eba2508b
65 N65400f0cd6c0438e9abddd63789a477a rdf:first sg:person.010473055641.48
66 rdf:rest N3b88e87dab0643e9916cbbda2f117c9a
67 N6cbb1f218d9c4848a15ff9428f853217 schema:volumeNumber 47
68 rdf:type schema:PublicationVolume
69 N7a9f06d97d2f40c584b382d17d8aae9b schema:issueNumber 6
70 rdf:type schema:PublicationIssue
71 N8b3b41268c104f0aa67b44c0baafce2b schema:name doi
72 schema:value 10.1007/bf02503505
73 rdf:type schema:PropertyValue
74 N8c82b9fe0957457ca848d5caaed4162e schema:name dimensions_id
75 schema:value pub.1035794677
76 rdf:type schema:PropertyValue
77 Nc204139210344e1ebdc22197eba2508b rdf:first sg:person.016374705303.78
78 rdf:rest N166008f05c18473abfbc04416f63f3f8
79 Nf5ca9bdb27b84a0cac76b90d5012100c schema:name Springer Nature - SN SciGraph project
80 rdf:type schema:Organization
81 anzsrc-for:03 schema:inDefinedTermSet anzsrc-for:
82 schema:name Chemical Sciences
83 rdf:type schema:DefinedTerm
84 anzsrc-for:0302 schema:inDefinedTermSet anzsrc-for:
85 schema:name Inorganic Chemistry
86 rdf:type schema:DefinedTerm
87 anzsrc-for:0306 schema:inDefinedTermSet anzsrc-for:
88 schema:name Physical Chemistry (incl. Structural)
89 rdf:type schema:DefinedTerm
90 anzsrc-for:0307 schema:inDefinedTermSet anzsrc-for:
91 schema:name Theoretical and Computational Chemistry
92 rdf:type schema:DefinedTerm
93 sg:journal.1022309 schema:issn 1026-3500
94 1066-5285
95 schema:name Russian Chemical Bulletin
96 schema:publisher Springer Nature
97 rdf:type schema:Periodical
98 sg:person.010300327547.28 schema:affiliation grid-institutes:grid.439283.7
99 schema:familyName Kadentsev
100 schema:givenName V. I.
101 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.010300327547.28
102 rdf:type schema:Person
103 sg:person.010473055641.48 schema:affiliation grid-institutes:grid.439283.7
104 schema:familyName Chuvylkin
105 schema:givenName N. D.
106 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.010473055641.48
107 rdf:type schema:Person
108 sg:person.01210047302.80 schema:affiliation grid-institutes:grid.439283.7
109 schema:familyName Stomakhin
110 schema:givenName A. A.
111 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.01210047302.80
112 rdf:type schema:Person
113 sg:person.014663256724.68 schema:affiliation grid-institutes:grid.439283.7
114 schema:familyName Chizhov
115 schema:givenName O. S.
116 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.014663256724.68
117 rdf:type schema:Person
118 sg:person.016374705303.78 schema:affiliation grid-institutes:grid.439283.7
119 schema:familyName Kolotyrkina
120 schema:givenName N. G.
121 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.016374705303.78
122 rdf:type schema:Person
123 grid-institutes:grid.439283.7 schema:alternateName N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913, Moscow, Russian Federation
124 schema:name N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913, Moscow, Russian Federation
125 rdf:type schema:Organization
 




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


...