Structures and photochromic properties of substituted spiroindolinonaphthoxazines View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

1998-06

AUTHORS

S. M. Aldoshin, I. I. Chuev, O. S. Filipenko, A. N. Utenyshev, V. Lokshin, P. Laregenie, A. Samat, R. Guglielmetti

ABSTRACT

Six indolinospironaphthoxazines were studied by X-ray diffraction analysis. It was demonstrated that the electronic nature of the substituents in the naphthoxazine and indoline fragments has no substantial effect on the Cspiro−O and Cspiro−N bond lengths. Photocolorability of the compounds under study depends only slightly on the abovementioned bond lengths and correlates mainly with the energy of steric strain of the oxazine ring. The stability of the open forms of spiroindolinonaphthoxazines that formed upon photoirradiation is determined to a large extent by the electronic and steric nature of the substituents. The exception is the compound that contains the NO2 group in the indoline fragment. In the last-mentioned case, the cleavage of the ring occurs through a substantially different pathway. More... »

PAGES

1089-1097

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/bf02503477

DOI

http://dx.doi.org/10.1007/bf02503477

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1012672896


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/2008/0306", 
        "inDefinedTermSet": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/", 
        "name": "Physical Chemistry (incl. Structural)", 
        "type": "DefinedTerm"
      }
    ], 
    "author": [
      {
        "affiliation": {
          "alternateName": "Faculte des Sciences de Luminy, ERS 158 CNRS, Universit\u00e9 de la Mediterranee, Case 901, 13288, Marseille, Cedex 9, France", 
          "id": "http://www.grid.ac/institutes/grid.5399.6", 
          "name": [
            "Institute of Chemical Physics in Chernogolovka, Russian Academy of Sciences, 142432, Chernogolovka, Moscow Region, Russian Federation", 
            "Faculte des Sciences de Luminy, ERS 158 CNRS, Universit\u00e9 de la Mediterranee, Case 901, 13288, Marseille, Cedex 9, France"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Aldoshin", 
        "givenName": "S. M.", 
        "id": "sg:person.013232115673.09", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.013232115673.09"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Institute of Chemical Physics in Chernogolovka, Russian Academy of Sciences, 142432, Chernogolovka, Moscow Region, Russian Federation", 
          "id": "http://www.grid.ac/institutes/grid.4886.2", 
          "name": [
            "Institute of Chemical Physics in Chernogolovka, Russian Academy of Sciences, 142432, Chernogolovka, Moscow Region, Russian Federation"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Chuev", 
        "givenName": "I. I.", 
        "id": "sg:person.012555612421.75", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.012555612421.75"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Institute of Chemical Physics in Chernogolovka, Russian Academy of Sciences, 142432, Chernogolovka, Moscow Region, Russian Federation", 
          "id": "http://www.grid.ac/institutes/grid.4886.2", 
          "name": [
            "Institute of Chemical Physics in Chernogolovka, Russian Academy of Sciences, 142432, Chernogolovka, Moscow Region, Russian Federation"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Filipenko", 
        "givenName": "O. S.", 
        "id": "sg:person.013100520031.61", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.013100520031.61"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Institute of Chemical Physics in Chernogolovka, Russian Academy of Sciences, 142432, Chernogolovka, Moscow Region, Russian Federation", 
          "id": "http://www.grid.ac/institutes/grid.4886.2", 
          "name": [
            "Institute of Chemical Physics in Chernogolovka, Russian Academy of Sciences, 142432, Chernogolovka, Moscow Region, Russian Federation"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Utenyshev", 
        "givenName": "A. N.", 
        "id": "sg:person.015236213545.72", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.015236213545.72"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "ERS 158 CNRS, Mediterranean University at Luminy, Case 901, 13288, Cedex 9, France", 
          "id": "http://www.grid.ac/institutes/None", 
          "name": [
            "ERS 158 CNRS, Mediterranean University at Luminy, Case 901, 13288, Cedex 9, France"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Lokshin", 
        "givenName": "V.", 
        "id": "sg:person.01371710372.03", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.01371710372.03"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "ERS 158 CNRS, Mediterranean University at Luminy, Case 901, 13288, Cedex 9, France", 
          "id": "http://www.grid.ac/institutes/None", 
          "name": [
            "ERS 158 CNRS, Mediterranean University at Luminy, Case 901, 13288, Cedex 9, France"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Laregenie", 
        "givenName": "P.", 
        "id": "sg:person.012463435446.27", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.012463435446.27"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "ERS 158 CNRS, Mediterranean University at Luminy, Case 901, 13288, Cedex 9, France", 
          "id": "http://www.grid.ac/institutes/None", 
          "name": [
            "ERS 158 CNRS, Mediterranean University at Luminy, Case 901, 13288, Cedex 9, France"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Samat", 
        "givenName": "A.", 
        "id": "sg:person.07653444232.27", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.07653444232.27"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "ERS 158 CNRS, Mediterranean University at Luminy, Case 901, 13288, Cedex 9, France", 
          "id": "http://www.grid.ac/institutes/None", 
          "name": [
            "ERS 158 CNRS, Mediterranean University at Luminy, Case 901, 13288, Cedex 9, France"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Guglielmetti", 
        "givenName": "R.", 
        "id": "sg:person.013726244175.79", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.013726244175.79"
        ], 
        "type": "Person"
      }
    ], 
    "datePublished": "1998-06", 
    "datePublishedReg": "1998-06-01", 
    "description": "Six indolinospironaphthoxazines were studied by X-ray diffraction analysis. It was demonstrated that the electronic nature of the substituents in the naphthoxazine and indoline fragments has no substantial effect on the Cspiro\u2212O and Cspiro\u2212N bond lengths. Photocolorability of the compounds under study depends only slightly on the abovementioned bond lengths and correlates mainly with the energy of steric strain of the oxazine ring. The stability of the open forms of spiroindolinonaphthoxazines that formed upon photoirradiation is determined to a large extent by the electronic and steric nature of the substituents. The exception is the compound that contains the NO2 group in the indoline fragment. In the last-mentioned case, the cleavage of the ring occurs through a substantially different pathway.", 
    "genre": "article", 
    "id": "sg:pub.10.1007/bf02503477", 
    "isAccessibleForFree": false, 
    "isPartOf": [
      {
        "id": "sg:journal.1022309", 
        "issn": [
          "1066-5285", 
          "1573-9171"
        ], 
        "name": "Russian Chemical Bulletin", 
        "publisher": "Springer Nature", 
        "type": "Periodical"
      }, 
      {
        "issueNumber": "6", 
        "type": "PublicationIssue"
      }, 
      {
        "type": "PublicationVolume", 
        "volumeNumber": "47"
      }
    ], 
    "keywords": [
      "indoline fragment", 
      "bond lengths", 
      "X-ray diffraction analysis", 
      "photochromic properties", 
      "electronic nature", 
      "steric nature", 
      "NO2 group", 
      "oxazine ring", 
      "steric strain", 
      "diffraction analysis", 
      "open form", 
      "substituents", 
      "compounds", 
      "ring", 
      "photocolorability", 
      "naphthoxazines", 
      "photoirradiation", 
      "cleavage", 
      "stability", 
      "fragments", 
      "properties", 
      "different pathways", 
      "structure", 
      "nature", 
      "energy", 
      "large extent", 
      "substantial effect", 
      "length", 
      "form", 
      "group", 
      "effect", 
      "pathway", 
      "analysis", 
      "study", 
      "extent", 
      "exception", 
      "strains", 
      "cases", 
      "correlates"
    ], 
    "name": "Structures and photochromic properties of substituted spiroindolinonaphthoxazines", 
    "pagination": "1089-1097", 
    "productId": [
      {
        "name": "dimensions_id", 
        "type": "PropertyValue", 
        "value": [
          "pub.1012672896"
        ]
      }, 
      {
        "name": "doi", 
        "type": "PropertyValue", 
        "value": [
          "10.1007/bf02503477"
        ]
      }
    ], 
    "sameAs": [
      "https://doi.org/10.1007/bf02503477", 
      "https://app.dimensions.ai/details/publication/pub.1012672896"
    ], 
    "sdDataset": "articles", 
    "sdDatePublished": "2022-10-01T06:29", 
    "sdLicense": "https://scigraph.springernature.com/explorer/license/", 
    "sdPublisher": {
      "name": "Springer Nature - SN SciGraph project", 
      "type": "Organization"
    }, 
    "sdSource": "s3://com-springernature-scigraph/baseset/20221001/entities/gbq_results/article/article_269.jsonl", 
    "type": "ScholarlyArticle", 
    "url": "https://doi.org/10.1007/bf02503477"
  }
]
 

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/bf02503477'

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/bf02503477'

Turtle is a human-readable linked data format.

curl -H 'Accept: text/turtle' 'https://scigraph.springernature.com/pub.10.1007/bf02503477'

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

curl -H 'Accept: application/rdf+xml' 'https://scigraph.springernature.com/pub.10.1007/bf02503477'


 

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

152 TRIPLES      20 PREDICATES      64 URIs      56 LITERALS      6 BLANK NODES

Subject Predicate Object
1 sg:pub.10.1007/bf02503477 schema:about anzsrc-for:03
2 anzsrc-for:0306
3 schema:author N53a8825c4e7c4831bb5efc0e1651fda9
4 schema:datePublished 1998-06
5 schema:datePublishedReg 1998-06-01
6 schema:description Six indolinospironaphthoxazines were studied by X-ray diffraction analysis. It was demonstrated that the electronic nature of the substituents in the naphthoxazine and indoline fragments has no substantial effect on the Cspiro−O and Cspiro−N bond lengths. Photocolorability of the compounds under study depends only slightly on the abovementioned bond lengths and correlates mainly with the energy of steric strain of the oxazine ring. The stability of the open forms of spiroindolinonaphthoxazines that formed upon photoirradiation is determined to a large extent by the electronic and steric nature of the substituents. The exception is the compound that contains the NO2 group in the indoline fragment. In the last-mentioned case, the cleavage of the ring occurs through a substantially different pathway.
7 schema:genre article
8 schema:isAccessibleForFree false
9 schema:isPartOf N92cb76e14ddc4d9baae728abaa00f5da
10 Nf0c46d080dc94f46b52d9a92d09560c4
11 sg:journal.1022309
12 schema:keywords NO2 group
13 X-ray diffraction analysis
14 analysis
15 bond lengths
16 cases
17 cleavage
18 compounds
19 correlates
20 different pathways
21 diffraction analysis
22 effect
23 electronic nature
24 energy
25 exception
26 extent
27 form
28 fragments
29 group
30 indoline fragment
31 large extent
32 length
33 naphthoxazines
34 nature
35 open form
36 oxazine ring
37 pathway
38 photochromic properties
39 photocolorability
40 photoirradiation
41 properties
42 ring
43 stability
44 steric nature
45 steric strain
46 strains
47 structure
48 study
49 substantial effect
50 substituents
51 schema:name Structures and photochromic properties of substituted spiroindolinonaphthoxazines
52 schema:pagination 1089-1097
53 schema:productId N7636bc5338cc494dabfc718cec86f53d
54 Nabe3b18dd14541c4a6d5eb52b93fa1bd
55 schema:sameAs https://app.dimensions.ai/details/publication/pub.1012672896
56 https://doi.org/10.1007/bf02503477
57 schema:sdDatePublished 2022-10-01T06:29
58 schema:sdLicense https://scigraph.springernature.com/explorer/license/
59 schema:sdPublisher N940306d0c83b4bbaab3d50cd32c2659e
60 schema:url https://doi.org/10.1007/bf02503477
61 sgo:license sg:explorer/license/
62 sgo:sdDataset articles
63 rdf:type schema:ScholarlyArticle
64 N0c480d9f6b074961b988331c6136471c rdf:first sg:person.013726244175.79
65 rdf:rest rdf:nil
66 N279a65b5cc2e4df79c760ce0075917ad rdf:first sg:person.015236213545.72
67 rdf:rest Nc31f59608b5e487d99e2d6ee593b740d
68 N53a8825c4e7c4831bb5efc0e1651fda9 rdf:first sg:person.013232115673.09
69 rdf:rest Nd018e170266a430bbfec4a31303c32be
70 N7203a510462e4d59a52afe402871d4b7 rdf:first sg:person.012463435446.27
71 rdf:rest N8a0ffc37f95b4cc5b846b6a14f365bba
72 N7636bc5338cc494dabfc718cec86f53d schema:name doi
73 schema:value 10.1007/bf02503477
74 rdf:type schema:PropertyValue
75 N796c4ff359fa42cf95749ca97571a9db rdf:first sg:person.013100520031.61
76 rdf:rest N279a65b5cc2e4df79c760ce0075917ad
77 N8a0ffc37f95b4cc5b846b6a14f365bba rdf:first sg:person.07653444232.27
78 rdf:rest N0c480d9f6b074961b988331c6136471c
79 N92cb76e14ddc4d9baae728abaa00f5da schema:issueNumber 6
80 rdf:type schema:PublicationIssue
81 N940306d0c83b4bbaab3d50cd32c2659e schema:name Springer Nature - SN SciGraph project
82 rdf:type schema:Organization
83 Nabe3b18dd14541c4a6d5eb52b93fa1bd schema:name dimensions_id
84 schema:value pub.1012672896
85 rdf:type schema:PropertyValue
86 Nc31f59608b5e487d99e2d6ee593b740d rdf:first sg:person.01371710372.03
87 rdf:rest N7203a510462e4d59a52afe402871d4b7
88 Nd018e170266a430bbfec4a31303c32be rdf:first sg:person.012555612421.75
89 rdf:rest N796c4ff359fa42cf95749ca97571a9db
90 Nf0c46d080dc94f46b52d9a92d09560c4 schema:volumeNumber 47
91 rdf:type schema:PublicationVolume
92 anzsrc-for:03 schema:inDefinedTermSet anzsrc-for:
93 schema:name Chemical Sciences
94 rdf:type schema:DefinedTerm
95 anzsrc-for:0306 schema:inDefinedTermSet anzsrc-for:
96 schema:name Physical Chemistry (incl. Structural)
97 rdf:type schema:DefinedTerm
98 sg:journal.1022309 schema:issn 1066-5285
99 1573-9171
100 schema:name Russian Chemical Bulletin
101 schema:publisher Springer Nature
102 rdf:type schema:Periodical
103 sg:person.012463435446.27 schema:affiliation grid-institutes:None
104 schema:familyName Laregenie
105 schema:givenName P.
106 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.012463435446.27
107 rdf:type schema:Person
108 sg:person.012555612421.75 schema:affiliation grid-institutes:grid.4886.2
109 schema:familyName Chuev
110 schema:givenName I. I.
111 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.012555612421.75
112 rdf:type schema:Person
113 sg:person.013100520031.61 schema:affiliation grid-institutes:grid.4886.2
114 schema:familyName Filipenko
115 schema:givenName O. S.
116 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.013100520031.61
117 rdf:type schema:Person
118 sg:person.013232115673.09 schema:affiliation grid-institutes:grid.5399.6
119 schema:familyName Aldoshin
120 schema:givenName S. M.
121 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.013232115673.09
122 rdf:type schema:Person
123 sg:person.01371710372.03 schema:affiliation grid-institutes:None
124 schema:familyName Lokshin
125 schema:givenName V.
126 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.01371710372.03
127 rdf:type schema:Person
128 sg:person.013726244175.79 schema:affiliation grid-institutes:None
129 schema:familyName Guglielmetti
130 schema:givenName R.
131 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.013726244175.79
132 rdf:type schema:Person
133 sg:person.015236213545.72 schema:affiliation grid-institutes:grid.4886.2
134 schema:familyName Utenyshev
135 schema:givenName A. N.
136 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.015236213545.72
137 rdf:type schema:Person
138 sg:person.07653444232.27 schema:affiliation grid-institutes:None
139 schema:familyName Samat
140 schema:givenName A.
141 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.07653444232.27
142 rdf:type schema:Person
143 grid-institutes:None schema:alternateName ERS 158 CNRS, Mediterranean University at Luminy, Case 901, 13288, Cedex 9, France
144 schema:name ERS 158 CNRS, Mediterranean University at Luminy, Case 901, 13288, Cedex 9, France
145 rdf:type schema:Organization
146 grid-institutes:grid.4886.2 schema:alternateName Institute of Chemical Physics in Chernogolovka, Russian Academy of Sciences, 142432, Chernogolovka, Moscow Region, Russian Federation
147 schema:name Institute of Chemical Physics in Chernogolovka, Russian Academy of Sciences, 142432, Chernogolovka, Moscow Region, Russian Federation
148 rdf:type schema:Organization
149 grid-institutes:grid.5399.6 schema:alternateName Faculte des Sciences de Luminy, ERS 158 CNRS, Université de la Mediterranee, Case 901, 13288, Marseille, Cedex 9, France
150 schema:name Faculte des Sciences de Luminy, ERS 158 CNRS, Université de la Mediterranee, Case 901, 13288, Marseille, Cedex 9, France
151 Institute of Chemical Physics in Chernogolovka, Russian Academy of Sciences, 142432, Chernogolovka, Moscow Region, Russian Federation
152 rdf:type schema:Organization
 




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


...