Photochromic and thermochromic spiranes 33. Synthesis of a new indolinonaphthoxazino- bisspiropyran and investigation of its photochromic characteristics View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2010-07-03

AUTHORS

E. L. Mukhanov, Yu. S. Alekseenko, I. V. Dorogan, V. V. Tkachev, B. S. Lukyanov, S. M. Aldoshin, S. O. Bezuglyi, V. I. Minkin, A. N. Utenyshev, O. N. Ryashchin

ABSTRACT

A new unsymmetrical bisspiropyran was synthesized on the basis of 2,4-dihydroxyisophthalic aldehyde with naphthoxazinone and indoline fragments in the structure. The structure of the obtained compound was proved by the data from 1H NMR and IR spectroscopy and X-ray crystallographic analysis. The photochromic characteristics of the obtained compound were investigated. It was established by means of the data from B3LYP/6-31G** quantum-chemical calculations that irradiation of a solution of the obtained biphotochrome with unfiltered light leads to opening of both pyran fragments. This is the first corroborated example of the twofold cleavage of Cspiro–O bonds for compounds of this class. More... »

PAGES

279-290

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/s10593-010-0503-4

DOI

http://dx.doi.org/10.1007/s10593-010-0503-4

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1040049737


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": "Research Institute of Physical and Organic Chemistry, Southern Federal University, 344090, Rostov-on-Don, Russia", 
          "id": "http://www.grid.ac/institutes/grid.182798.d", 
          "name": [
            "Research Institute of Physical and Organic Chemistry, Southern Federal University, 344090, Rostov-on-Don, Russia"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Mukhanov", 
        "givenName": "E. L.", 
        "id": "sg:person.011131600067.63", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.011131600067.63"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Southern Scientific Center, Russian Academy of Sciences, 344090, Rostov-on-Don, Russia", 
          "id": "http://www.grid.ac/institutes/grid.465325.3", 
          "name": [
            "Southern Scientific Center, Russian Academy of Sciences, 344090, Rostov-on-Don, Russia"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Alekseenko", 
        "givenName": "Yu. S.", 
        "id": "sg:person.016241061451.15", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.016241061451.15"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Research Institute of Physical and Organic Chemistry, Southern Federal University, 344090, Rostov-on-Don, Russia", 
          "id": "http://www.grid.ac/institutes/grid.182798.d", 
          "name": [
            "Research Institute of Physical and Organic Chemistry, Southern Federal University, 344090, Rostov-on-Don, Russia"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Dorogan", 
        "givenName": "I. V.", 
        "id": "sg:person.01030310031.06", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.01030310031.06"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Institute of Problems of Chemical Physics, Russian Academy of Sciences, 142432, Chernogolovka, Moscow Region, Russia", 
          "id": "http://www.grid.ac/institutes/grid.418949.9", 
          "name": [
            "Institute of Problems of Chemical Physics, Russian Academy of Sciences, 142432, Chernogolovka, Moscow Region, Russia"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Tkachev", 
        "givenName": "V. V.", 
        "id": "sg:person.012075437173.40", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.012075437173.40"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Research Institute of Physical and Organic Chemistry, Southern Federal University, 344090, Rostov-on-Don, Russia", 
          "id": "http://www.grid.ac/institutes/grid.182798.d", 
          "name": [
            "Research Institute of Physical and Organic Chemistry, Southern Federal University, 344090, Rostov-on-Don, Russia"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Lukyanov", 
        "givenName": "B. S.", 
        "id": "sg:person.012117331203.93", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.012117331203.93"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Institute of Problems of Chemical Physics, Russian Academy of Sciences, 142432, Chernogolovka, Moscow Region, Russia", 
          "id": "http://www.grid.ac/institutes/grid.418949.9", 
          "name": [
            "Institute of Problems of Chemical Physics, Russian Academy of Sciences, 142432, Chernogolovka, Moscow Region, Russia"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Aldoshin", 
        "givenName": "S. M.", 
        "id": "sg:person.0766521567.44", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.0766521567.44"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Southern Scientific Center, Russian Academy of Sciences, 344090, Rostov-on-Don, Russia", 
          "id": "http://www.grid.ac/institutes/grid.465325.3", 
          "name": [
            "Southern Scientific Center, Russian Academy of Sciences, 344090, Rostov-on-Don, Russia"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Bezuglyi", 
        "givenName": "S. O.", 
        "id": "sg:person.07646015171.44", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.07646015171.44"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Research Institute of Physical and Organic Chemistry, Southern Federal University, 344090, Rostov-on-Don, Russia", 
          "id": "http://www.grid.ac/institutes/grid.182798.d", 
          "name": [
            "Research Institute of Physical and Organic Chemistry, Southern Federal University, 344090, Rostov-on-Don, Russia"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Minkin", 
        "givenName": "V. I.", 
        "id": "sg:person.07535265367.87", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.07535265367.87"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Institute of Problems of Chemical Physics, Russian Academy of Sciences, 142432, Chernogolovka, Moscow Region, Russia", 
          "id": "http://www.grid.ac/institutes/grid.418949.9", 
          "name": [
            "Institute of Problems of Chemical Physics, Russian Academy of Sciences, 142432, Chernogolovka, Moscow Region, Russia"
          ], 
          "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": "Research Institute of Physical and Organic Chemistry, Southern Federal University, 344090, Rostov-on-Don, Russia", 
          "id": "http://www.grid.ac/institutes/grid.182798.d", 
          "name": [
            "Research Institute of Physical and Organic Chemistry, Southern Federal University, 344090, Rostov-on-Don, Russia"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Ryashchin", 
        "givenName": "O. N.", 
        "id": "sg:person.07352422361.67", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.07352422361.67"
        ], 
        "type": "Person"
      }
    ], 
    "datePublished": "2010-07-03", 
    "datePublishedReg": "2010-07-03", 
    "description": "A new unsymmetrical bisspiropyran was synthesized on the basis of 2,4-dihydroxyisophthalic aldehyde with naphthoxazinone and indoline fragments in the structure. The structure of the obtained compound was proved by the data from 1H NMR and IR spectroscopy and X-ray crystallographic analysis. The photochromic characteristics of the obtained compound were investigated. It was established by means of the data from B3LYP/6-31G** quantum-chemical calculations that irradiation of a solution of the obtained biphotochrome with unfiltered light leads to opening of both pyran fragments. This is the first corroborated example of the twofold cleavage of Cspiro\u2013O bonds for compounds of this class.", 
    "genre": "article", 
    "id": "sg:pub.10.1007/s10593-010-0503-4", 
    "isAccessibleForFree": false, 
    "isPartOf": [
      {
        "id": "sg:journal.1429545", 
        "issn": [
          "0132-6244", 
          "1573-8353"
        ], 
        "name": "Chemistry of Heterocyclic Compounds", 
        "publisher": "Springer Nature", 
        "type": "Periodical"
      }, 
      {
        "issueNumber": "3", 
        "type": "PublicationIssue"
      }, 
      {
        "type": "PublicationVolume", 
        "volumeNumber": "46"
      }
    ], 
    "keywords": [
      "photochromic characteristics", 
      "quantum chemical calculations", 
      "Cspiro-O bond", 
      "X-ray crystallographic analysis", 
      "B3LYP/6-31G", 
      "IR spectroscopy", 
      "pyran fragment", 
      "crystallographic analysis", 
      "compounds", 
      "unfiltered light", 
      "NMR", 
      "spectroscopy", 
      "aldehydes", 
      "bonds", 
      "biphotochrome", 
      "synthesis", 
      "structure", 
      "cleavage", 
      "irradiation", 
      "fragments", 
      "calculations", 
      "solution", 
      "light", 
      "investigation", 
      "means", 
      "characteristics", 
      "class", 
      "basis", 
      "analysis", 
      "opening", 
      "example", 
      "data"
    ], 
    "name": "Photochromic and thermochromic spiranes 33. Synthesis of a new indolinonaphthoxazino- bisspiropyran and investigation of its photochromic characteristics", 
    "pagination": "279-290", 
    "productId": [
      {
        "name": "dimensions_id", 
        "type": "PropertyValue", 
        "value": [
          "pub.1040049737"
        ]
      }, 
      {
        "name": "doi", 
        "type": "PropertyValue", 
        "value": [
          "10.1007/s10593-010-0503-4"
        ]
      }
    ], 
    "sameAs": [
      "https://doi.org/10.1007/s10593-010-0503-4", 
      "https://app.dimensions.ai/details/publication/pub.1040049737"
    ], 
    "sdDataset": "articles", 
    "sdDatePublished": "2022-10-01T06:36", 
    "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_519.jsonl", 
    "type": "ScholarlyArticle", 
    "url": "https://doi.org/10.1007/s10593-010-0503-4"
  }
]
 

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/s10593-010-0503-4'

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/s10593-010-0503-4'

Turtle is a human-readable linked data format.

curl -H 'Accept: text/turtle' 'https://scigraph.springernature.com/pub.10.1007/s10593-010-0503-4'

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

curl -H 'Accept: application/rdf+xml' 'https://scigraph.springernature.com/pub.10.1007/s10593-010-0503-4'


 

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

158 TRIPLES      20 PREDICATES      56 URIs      48 LITERALS      6 BLANK NODES

Subject Predicate Object
1 sg:pub.10.1007/s10593-010-0503-4 schema:about anzsrc-for:03
2 anzsrc-for:0306
3 schema:author Ne2cc83b2fe5f44eca26dd53f99a02b7d
4 schema:datePublished 2010-07-03
5 schema:datePublishedReg 2010-07-03
6 schema:description A new unsymmetrical bisspiropyran was synthesized on the basis of 2,4-dihydroxyisophthalic aldehyde with naphthoxazinone and indoline fragments in the structure. The structure of the obtained compound was proved by the data from 1H NMR and IR spectroscopy and X-ray crystallographic analysis. The photochromic characteristics of the obtained compound were investigated. It was established by means of the data from B3LYP/6-31G** quantum-chemical calculations that irradiation of a solution of the obtained biphotochrome with unfiltered light leads to opening of both pyran fragments. This is the first corroborated example of the twofold cleavage of Cspiro–O bonds for compounds of this class.
7 schema:genre article
8 schema:isAccessibleForFree false
9 schema:isPartOf N93a74a5380db4c9a9d14fd0f0d8de6e6
10 Nc4b19cdf3f5b4d23ae07d8579ab39ff6
11 sg:journal.1429545
12 schema:keywords B3LYP/6-31G
13 Cspiro-O bond
14 IR spectroscopy
15 NMR
16 X-ray crystallographic analysis
17 aldehydes
18 analysis
19 basis
20 biphotochrome
21 bonds
22 calculations
23 characteristics
24 class
25 cleavage
26 compounds
27 crystallographic analysis
28 data
29 example
30 fragments
31 investigation
32 irradiation
33 light
34 means
35 opening
36 photochromic characteristics
37 pyran fragment
38 quantum chemical calculations
39 solution
40 spectroscopy
41 structure
42 synthesis
43 unfiltered light
44 schema:name Photochromic and thermochromic spiranes 33. Synthesis of a new indolinonaphthoxazino- bisspiropyran and investigation of its photochromic characteristics
45 schema:pagination 279-290
46 schema:productId N4b4907a48f7a47f591fb5e51c997482d
47 N8215fbe506b94452add3ed8059bfc0e1
48 schema:sameAs https://app.dimensions.ai/details/publication/pub.1040049737
49 https://doi.org/10.1007/s10593-010-0503-4
50 schema:sdDatePublished 2022-10-01T06:36
51 schema:sdLicense https://scigraph.springernature.com/explorer/license/
52 schema:sdPublisher N13c56eb1e4c4457e82e90bdc9d0af263
53 schema:url https://doi.org/10.1007/s10593-010-0503-4
54 sgo:license sg:explorer/license/
55 sgo:sdDataset articles
56 rdf:type schema:ScholarlyArticle
57 N00122548911d46b3aeccb665951c8922 rdf:first sg:person.07352422361.67
58 rdf:rest rdf:nil
59 N13c56eb1e4c4457e82e90bdc9d0af263 schema:name Springer Nature - SN SciGraph project
60 rdf:type schema:Organization
61 N1e5c5069d6bb449881f65b4a3e5386ee rdf:first sg:person.07535265367.87
62 rdf:rest N5c8ab1926a4748d49b98aaef254aea7b
63 N43881e1498f748e5b9543c5e17d40b56 rdf:first sg:person.01030310031.06
64 rdf:rest Nbc2c5670957843e99b3a2ec221e18937
65 N4b4907a48f7a47f591fb5e51c997482d schema:name dimensions_id
66 schema:value pub.1040049737
67 rdf:type schema:PropertyValue
68 N54ae92b221cd44e985d819a15ba709a0 rdf:first sg:person.016241061451.15
69 rdf:rest N43881e1498f748e5b9543c5e17d40b56
70 N5ac50ef9ecab48e7bddd09dc3be27eb1 rdf:first sg:person.07646015171.44
71 rdf:rest N1e5c5069d6bb449881f65b4a3e5386ee
72 N5c8ab1926a4748d49b98aaef254aea7b rdf:first sg:person.015236213545.72
73 rdf:rest N00122548911d46b3aeccb665951c8922
74 N7f0aa660c5a24bfabe160dc8fd2414e4 rdf:first sg:person.012117331203.93
75 rdf:rest Nb06c3f28abb34b63b4d69ed2d5d5bfaa
76 N8215fbe506b94452add3ed8059bfc0e1 schema:name doi
77 schema:value 10.1007/s10593-010-0503-4
78 rdf:type schema:PropertyValue
79 N93a74a5380db4c9a9d14fd0f0d8de6e6 schema:volumeNumber 46
80 rdf:type schema:PublicationVolume
81 Nb06c3f28abb34b63b4d69ed2d5d5bfaa rdf:first sg:person.0766521567.44
82 rdf:rest N5ac50ef9ecab48e7bddd09dc3be27eb1
83 Nbc2c5670957843e99b3a2ec221e18937 rdf:first sg:person.012075437173.40
84 rdf:rest N7f0aa660c5a24bfabe160dc8fd2414e4
85 Nc4b19cdf3f5b4d23ae07d8579ab39ff6 schema:issueNumber 3
86 rdf:type schema:PublicationIssue
87 Ne2cc83b2fe5f44eca26dd53f99a02b7d rdf:first sg:person.011131600067.63
88 rdf:rest N54ae92b221cd44e985d819a15ba709a0
89 anzsrc-for:03 schema:inDefinedTermSet anzsrc-for:
90 schema:name Chemical Sciences
91 rdf:type schema:DefinedTerm
92 anzsrc-for:0306 schema:inDefinedTermSet anzsrc-for:
93 schema:name Physical Chemistry (incl. Structural)
94 rdf:type schema:DefinedTerm
95 sg:journal.1429545 schema:issn 0132-6244
96 1573-8353
97 schema:name Chemistry of Heterocyclic Compounds
98 schema:publisher Springer Nature
99 rdf:type schema:Periodical
100 sg:person.01030310031.06 schema:affiliation grid-institutes:grid.182798.d
101 schema:familyName Dorogan
102 schema:givenName I. V.
103 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.01030310031.06
104 rdf:type schema:Person
105 sg:person.011131600067.63 schema:affiliation grid-institutes:grid.182798.d
106 schema:familyName Mukhanov
107 schema:givenName E. L.
108 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.011131600067.63
109 rdf:type schema:Person
110 sg:person.012075437173.40 schema:affiliation grid-institutes:grid.418949.9
111 schema:familyName Tkachev
112 schema:givenName V. V.
113 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.012075437173.40
114 rdf:type schema:Person
115 sg:person.012117331203.93 schema:affiliation grid-institutes:grid.182798.d
116 schema:familyName Lukyanov
117 schema:givenName B. S.
118 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.012117331203.93
119 rdf:type schema:Person
120 sg:person.015236213545.72 schema:affiliation grid-institutes:grid.418949.9
121 schema:familyName Utenyshev
122 schema:givenName A. N.
123 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.015236213545.72
124 rdf:type schema:Person
125 sg:person.016241061451.15 schema:affiliation grid-institutes:grid.465325.3
126 schema:familyName Alekseenko
127 schema:givenName Yu. S.
128 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.016241061451.15
129 rdf:type schema:Person
130 sg:person.07352422361.67 schema:affiliation grid-institutes:grid.182798.d
131 schema:familyName Ryashchin
132 schema:givenName O. N.
133 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.07352422361.67
134 rdf:type schema:Person
135 sg:person.07535265367.87 schema:affiliation grid-institutes:grid.182798.d
136 schema:familyName Minkin
137 schema:givenName V. I.
138 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.07535265367.87
139 rdf:type schema:Person
140 sg:person.07646015171.44 schema:affiliation grid-institutes:grid.465325.3
141 schema:familyName Bezuglyi
142 schema:givenName S. O.
143 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.07646015171.44
144 rdf:type schema:Person
145 sg:person.0766521567.44 schema:affiliation grid-institutes:grid.418949.9
146 schema:familyName Aldoshin
147 schema:givenName S. M.
148 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.0766521567.44
149 rdf:type schema:Person
150 grid-institutes:grid.182798.d schema:alternateName Research Institute of Physical and Organic Chemistry, Southern Federal University, 344090, Rostov-on-Don, Russia
151 schema:name Research Institute of Physical and Organic Chemistry, Southern Federal University, 344090, Rostov-on-Don, Russia
152 rdf:type schema:Organization
153 grid-institutes:grid.418949.9 schema:alternateName Institute of Problems of Chemical Physics, Russian Academy of Sciences, 142432, Chernogolovka, Moscow Region, Russia
154 schema:name Institute of Problems of Chemical Physics, Russian Academy of Sciences, 142432, Chernogolovka, Moscow Region, Russia
155 rdf:type schema:Organization
156 grid-institutes:grid.465325.3 schema:alternateName Southern Scientific Center, Russian Academy of Sciences, 344090, Rostov-on-Don, Russia
157 schema:name Southern Scientific Center, Russian Academy of Sciences, 344090, Rostov-on-Don, Russia
158 rdf:type schema:Organization
 




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


...