Synthesis and properties of photoacylotropic (2Z)-2-(N-acyl-N-arylaminomethylidene)benzo[b]thiophen-3(2H)-ones with a chiral migrating group View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2005-12

AUTHORS

V. P. Rybalkin, Ya. Yu. Vorob’eva, G. S. Borodkin, A. D. Dubonosov, A. V. Tsukanov, V. V. Tkachev, S. M. Aldoshin, V. A. Bren’, V. I. Minkin

ABSTRACT

New photochromic (2Z)-2-(N-acyl-N-arylaminomethylidene)benzo[b]thiophen-3(2H)-ones containing L-amino acid derivatives as migrating groups were synthesized. Light irradiation of their solutions at 436 nm leads to the photoinduced acylotropic rearrangement N → O accompanied by migration of the chiral fragment. The bulky N-acyl group causes steric strain thus destabilizing the amide form of compounds and facilitating the photorearrangement. More... »

PAGES

2783-2789

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/s11172-006-0191-5

DOI

http://dx.doi.org/10.1007/s11172-006-0191-5

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1040622033


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/2008/0305", 
        "inDefinedTermSet": "http://purl.org/au-research/vocabulary/anzsrc-for/2008/", 
        "name": "Organic Chemistry", 
        "type": "DefinedTerm"
      }, 
      {
        "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"
      }
    ], 
    "author": [
      {
        "affiliation": {
          "alternateName": "Southern Federal University", 
          "id": "https://www.grid.ac/institutes/grid.182798.d", 
          "name": [
            "Institute of Physical and Organic Chemistry, Rostov State University, 194/2 prosp. Stachki, 344090, Rostov-on-Don, Russian Federation"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Rybalkin", 
        "givenName": "V. P.", 
        "id": "sg:person.07607406115.91", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.07607406115.91"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Southern Federal University", 
          "id": "https://www.grid.ac/institutes/grid.182798.d", 
          "name": [
            "Institute of Physical and Organic Chemistry, Rostov State University, 194/2 prosp. Stachki, 344090, Rostov-on-Don, Russian Federation"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Vorob\u2019eva", 
        "givenName": "Ya. Yu.", 
        "id": "sg:person.013422504561.51", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.013422504561.51"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Southern Federal University", 
          "id": "https://www.grid.ac/institutes/grid.182798.d", 
          "name": [
            "Institute of Physical and Organic Chemistry, Rostov State University, 194/2 prosp. Stachki, 344090, Rostov-on-Don, Russian Federation"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Borodkin", 
        "givenName": "G. S.", 
        "id": "sg:person.07700033201.09", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.07700033201.09"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Southern Scientific Center", 
          "id": "https://www.grid.ac/institutes/grid.465325.3", 
          "name": [
            "Southern Scientific Center, Russian Academy of Sciences, 41 ul. Chekhova, 344006, Rostov-on-Don, Russian Federation"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Dubonosov", 
        "givenName": "A. D.", 
        "id": "sg:person.015331070355.66", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.015331070355.66"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Southern Scientific Center", 
          "id": "https://www.grid.ac/institutes/grid.465325.3", 
          "name": [
            "Southern Scientific Center, Russian Academy of Sciences, 41 ul. Chekhova, 344006, Rostov-on-Don, Russian Federation"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Tsukanov", 
        "givenName": "A. V.", 
        "id": "sg:person.015600102631.43", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.015600102631.43"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Institute of Problems of Chemical Physics", 
          "id": "https://www.grid.ac/institutes/grid.418949.9", 
          "name": [
            "Institute of Problems of Chemical Physics, Russian Academy of Sciences, 1 prosp. Akad. Semenova, 142432, Chernogolovka, Moscow Region, Russian Federation"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Tkachev", 
        "givenName": "V. V.", 
        "id": "sg:person.011512774337.81", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.011512774337.81"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Institute of Problems of Chemical Physics", 
          "id": "https://www.grid.ac/institutes/grid.418949.9", 
          "name": [
            "Institute of Problems of Chemical Physics, Russian Academy of Sciences, 1 prosp. Akad. Semenova, 142432, Chernogolovka, Moscow Region, Russian Federation"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Aldoshin", 
        "givenName": "S. M.", 
        "id": "sg:person.014353217357.41", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.014353217357.41"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Southern Scientific Center", 
          "id": "https://www.grid.ac/institutes/grid.465325.3", 
          "name": [
            "Institute of Physical and Organic Chemistry, Rostov State University, 194/2 prosp. Stachki, 344090, Rostov-on-Don, Russian Federation", 
            "Southern Scientific Center, Russian Academy of Sciences, 41 ul. Chekhova, 344006, Rostov-on-Don, Russian Federation"
          ], 
          "type": "Organization"
        }, 
        "familyName": "Bren\u2019", 
        "givenName": "V. A.", 
        "id": "sg:person.014142154521.27", 
        "sameAs": [
          "https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.014142154521.27"
        ], 
        "type": "Person"
      }, 
      {
        "affiliation": {
          "alternateName": "Southern Scientific Center", 
          "id": "https://www.grid.ac/institutes/grid.465325.3", 
          "name": [
            "Institute of Physical and Organic Chemistry, Rostov State University, 194/2 prosp. Stachki, 344090, Rostov-on-Don, Russian Federation", 
            "Southern Scientific Center, Russian Academy of Sciences, 41 ul. Chekhova, 344006, Rostov-on-Don, Russian Federation"
          ], 
          "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"
      }
    ], 
    "citation": [
      {
        "id": "https://doi.org/10.1107/s0567739468000707", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1006361149"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1002/lipi.19640661008", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1024163096"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1021/cr9900228", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1053912998"
        ], 
        "type": "CreativeWork"
      }, 
      {
        "id": "https://doi.org/10.1021/cr9900228", 
        "sameAs": [
          "https://app.dimensions.ai/details/publication/pub.1053912998"
        ], 
        "type": "CreativeWork"
      }
    ], 
    "datePublished": "2005-12", 
    "datePublishedReg": "2005-12-01", 
    "description": "New photochromic (2Z)-2-(N-acyl-N-arylaminomethylidene)benzo[b]thiophen-3(2H)-ones containing L-amino acid derivatives as migrating groups were synthesized. Light irradiation of their solutions at 436 nm leads to the photoinduced acylotropic rearrangement N \u2192 O accompanied by migration of the chiral fragment. The bulky N-acyl group causes steric strain thus destabilizing the amide form of compounds and facilitating the photorearrangement.", 
    "genre": "research_article", 
    "id": "sg:pub.10.1007/s11172-006-0191-5", 
    "inLanguage": [
      "en"
    ], 
    "isAccessibleForFree": false, 
    "isPartOf": [
      {
        "id": "sg:journal.1022309", 
        "issn": [
          "1066-5285", 
          "1573-9171"
        ], 
        "name": "Russian Chemical Bulletin", 
        "type": "Periodical"
      }, 
      {
        "issueNumber": "12", 
        "type": "PublicationIssue"
      }, 
      {
        "type": "PublicationVolume", 
        "volumeNumber": "54"
      }
    ], 
    "name": "Synthesis and properties of photoacylotropic (2Z)-2-(N-acyl-N-arylaminomethylidene)benzo[b]thiophen-3(2H)-ones with a chiral migrating group", 
    "pagination": "2783-2789", 
    "productId": [
      {
        "name": "readcube_id", 
        "type": "PropertyValue", 
        "value": [
          "c18212a24b819fe0b3b87e9cd19e9362bef96c4ab79195030fba8fee9cb406f0"
        ]
      }, 
      {
        "name": "doi", 
        "type": "PropertyValue", 
        "value": [
          "10.1007/s11172-006-0191-5"
        ]
      }, 
      {
        "name": "dimensions_id", 
        "type": "PropertyValue", 
        "value": [
          "pub.1040622033"
        ]
      }
    ], 
    "sameAs": [
      "https://doi.org/10.1007/s11172-006-0191-5", 
      "https://app.dimensions.ai/details/publication/pub.1040622033"
    ], 
    "sdDataset": "articles", 
    "sdDatePublished": "2019-04-10T22:36", 
    "sdLicense": "https://scigraph.springernature.com/explorer/license/", 
    "sdPublisher": {
      "name": "Springer Nature - SN SciGraph project", 
      "type": "Organization"
    }, 
    "sdSource": "s3://com-uberresearch-data-dimensions-target-20181106-alternative/cleanup/v134/2549eaecd7973599484d7c17b260dba0a4ecb94b/merge/v9/a6c9fde33151104705d4d7ff012ea9563521a3ce/jats-lookup/v90/0000000001_0000000264/records_8690_00000533.jsonl", 
    "type": "ScholarlyArticle", 
    "url": "http://link.springer.com/10.1007%2Fs11172-006-0191-5"
  }
]
 

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/s11172-006-0191-5'

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/s11172-006-0191-5'

Turtle is a human-readable linked data format.

curl -H 'Accept: text/turtle' 'https://scigraph.springernature.com/pub.10.1007/s11172-006-0191-5'

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

curl -H 'Accept: application/rdf+xml' 'https://scigraph.springernature.com/pub.10.1007/s11172-006-0191-5'


 

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

133 TRIPLES      21 PREDICATES      30 URIs      19 LITERALS      7 BLANK NODES

Subject Predicate Object
1 sg:pub.10.1007/s11172-006-0191-5 schema:about anzsrc-for:03
2 anzsrc-for:0305
3 schema:author N12f68d468c244cb6a41eef3abff3ddb3
4 schema:citation https://doi.org/10.1002/lipi.19640661008
5 https://doi.org/10.1021/cr9900228
6 https://doi.org/10.1107/s0567739468000707
7 schema:datePublished 2005-12
8 schema:datePublishedReg 2005-12-01
9 schema:description New photochromic (2Z)-2-(N-acyl-N-arylaminomethylidene)benzo[b]thiophen-3(2H)-ones containing L-amino acid derivatives as migrating groups were synthesized. Light irradiation of their solutions at 436 nm leads to the photoinduced acylotropic rearrangement N → O accompanied by migration of the chiral fragment. The bulky N-acyl group causes steric strain thus destabilizing the amide form of compounds and facilitating the photorearrangement.
10 schema:genre research_article
11 schema:inLanguage en
12 schema:isAccessibleForFree false
13 schema:isPartOf N206ed4d2801f400dab93fa45c795ace3
14 N40b3abb347734af8b657e0b397608a69
15 sg:journal.1022309
16 schema:name Synthesis and properties of photoacylotropic (2Z)-2-(N-acyl-N-arylaminomethylidene)benzo[b]thiophen-3(2H)-ones with a chiral migrating group
17 schema:pagination 2783-2789
18 schema:productId Nb7de3042f3114046a87805edf44a8f01
19 Nb8c8ec9090b642eea649b6950dd34b55
20 Nc0b7af084110444cae1d6f7dd5167294
21 schema:sameAs https://app.dimensions.ai/details/publication/pub.1040622033
22 https://doi.org/10.1007/s11172-006-0191-5
23 schema:sdDatePublished 2019-04-10T22:36
24 schema:sdLicense https://scigraph.springernature.com/explorer/license/
25 schema:sdPublisher N00abd405b4f14b74a4abf37ba6723278
26 schema:url http://link.springer.com/10.1007%2Fs11172-006-0191-5
27 sgo:license sg:explorer/license/
28 sgo:sdDataset articles
29 rdf:type schema:ScholarlyArticle
30 N00abd405b4f14b74a4abf37ba6723278 schema:name Springer Nature - SN SciGraph project
31 rdf:type schema:Organization
32 N12f68d468c244cb6a41eef3abff3ddb3 rdf:first sg:person.07607406115.91
33 rdf:rest N671a763865994bae951720a54051e8d0
34 N206ed4d2801f400dab93fa45c795ace3 schema:volumeNumber 54
35 rdf:type schema:PublicationVolume
36 N2a1e02ee6cb44db8a70e7b12203684bd rdf:first sg:person.014142154521.27
37 rdf:rest Nee3834003f6a401193a7bfc8534a47b1
38 N40b3abb347734af8b657e0b397608a69 schema:issueNumber 12
39 rdf:type schema:PublicationIssue
40 N63787d2d769b4a9eba40a1607cf8ffeb rdf:first sg:person.07700033201.09
41 rdf:rest Nb44f53c532c943fbbe438b2e25242a4f
42 N671a763865994bae951720a54051e8d0 rdf:first sg:person.013422504561.51
43 rdf:rest N63787d2d769b4a9eba40a1607cf8ffeb
44 Nb44f53c532c943fbbe438b2e25242a4f rdf:first sg:person.015331070355.66
45 rdf:rest Nc9cda47f8c034c6fbe9ac5d570e6ca9f
46 Nb617bb998ed64603b15174bad0acbfd3 rdf:first sg:person.014353217357.41
47 rdf:rest N2a1e02ee6cb44db8a70e7b12203684bd
48 Nb7de3042f3114046a87805edf44a8f01 schema:name doi
49 schema:value 10.1007/s11172-006-0191-5
50 rdf:type schema:PropertyValue
51 Nb8c8ec9090b642eea649b6950dd34b55 schema:name readcube_id
52 schema:value c18212a24b819fe0b3b87e9cd19e9362bef96c4ab79195030fba8fee9cb406f0
53 rdf:type schema:PropertyValue
54 Nc0b7af084110444cae1d6f7dd5167294 schema:name dimensions_id
55 schema:value pub.1040622033
56 rdf:type schema:PropertyValue
57 Nc9cda47f8c034c6fbe9ac5d570e6ca9f rdf:first sg:person.015600102631.43
58 rdf:rest Nd73a2728b2224af3a21afbb7886fa978
59 Nd73a2728b2224af3a21afbb7886fa978 rdf:first sg:person.011512774337.81
60 rdf:rest Nb617bb998ed64603b15174bad0acbfd3
61 Nee3834003f6a401193a7bfc8534a47b1 rdf:first sg:person.07535265367.87
62 rdf:rest rdf:nil
63 anzsrc-for:03 schema:inDefinedTermSet anzsrc-for:
64 schema:name Chemical Sciences
65 rdf:type schema:DefinedTerm
66 anzsrc-for:0305 schema:inDefinedTermSet anzsrc-for:
67 schema:name Organic Chemistry
68 rdf:type schema:DefinedTerm
69 sg:journal.1022309 schema:issn 1066-5285
70 1573-9171
71 schema:name Russian Chemical Bulletin
72 rdf:type schema:Periodical
73 sg:person.011512774337.81 schema:affiliation https://www.grid.ac/institutes/grid.418949.9
74 schema:familyName Tkachev
75 schema:givenName V. V.
76 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.011512774337.81
77 rdf:type schema:Person
78 sg:person.013422504561.51 schema:affiliation https://www.grid.ac/institutes/grid.182798.d
79 schema:familyName Vorob’eva
80 schema:givenName Ya. Yu.
81 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.013422504561.51
82 rdf:type schema:Person
83 sg:person.014142154521.27 schema:affiliation https://www.grid.ac/institutes/grid.465325.3
84 schema:familyName Bren’
85 schema:givenName V. A.
86 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.014142154521.27
87 rdf:type schema:Person
88 sg:person.014353217357.41 schema:affiliation https://www.grid.ac/institutes/grid.418949.9
89 schema:familyName Aldoshin
90 schema:givenName S. M.
91 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.014353217357.41
92 rdf:type schema:Person
93 sg:person.015331070355.66 schema:affiliation https://www.grid.ac/institutes/grid.465325.3
94 schema:familyName Dubonosov
95 schema:givenName A. D.
96 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.015331070355.66
97 rdf:type schema:Person
98 sg:person.015600102631.43 schema:affiliation https://www.grid.ac/institutes/grid.465325.3
99 schema:familyName Tsukanov
100 schema:givenName A. V.
101 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.015600102631.43
102 rdf:type schema:Person
103 sg:person.07535265367.87 schema:affiliation https://www.grid.ac/institutes/grid.465325.3
104 schema:familyName Minkin
105 schema:givenName V. I.
106 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.07535265367.87
107 rdf:type schema:Person
108 sg:person.07607406115.91 schema:affiliation https://www.grid.ac/institutes/grid.182798.d
109 schema:familyName Rybalkin
110 schema:givenName V. P.
111 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.07607406115.91
112 rdf:type schema:Person
113 sg:person.07700033201.09 schema:affiliation https://www.grid.ac/institutes/grid.182798.d
114 schema:familyName Borodkin
115 schema:givenName G. S.
116 schema:sameAs https://app.dimensions.ai/discover/publication?and_facet_researcher=ur.07700033201.09
117 rdf:type schema:Person
118 https://doi.org/10.1002/lipi.19640661008 schema:sameAs https://app.dimensions.ai/details/publication/pub.1024163096
119 rdf:type schema:CreativeWork
120 https://doi.org/10.1021/cr9900228 schema:sameAs https://app.dimensions.ai/details/publication/pub.1053912998
121 rdf:type schema:CreativeWork
122 https://doi.org/10.1107/s0567739468000707 schema:sameAs https://app.dimensions.ai/details/publication/pub.1006361149
123 rdf:type schema:CreativeWork
124 https://www.grid.ac/institutes/grid.182798.d schema:alternateName Southern Federal University
125 schema:name Institute of Physical and Organic Chemistry, Rostov State University, 194/2 prosp. Stachki, 344090, Rostov-on-Don, Russian Federation
126 rdf:type schema:Organization
127 https://www.grid.ac/institutes/grid.418949.9 schema:alternateName Institute of Problems of Chemical Physics
128 schema:name Institute of Problems of Chemical Physics, Russian Academy of Sciences, 1 prosp. Akad. Semenova, 142432, Chernogolovka, Moscow Region, Russian Federation
129 rdf:type schema:Organization
130 https://www.grid.ac/institutes/grid.465325.3 schema:alternateName Southern Scientific Center
131 schema:name Institute of Physical and Organic Chemistry, Rostov State University, 194/2 prosp. Stachki, 344090, Rostov-on-Don, Russian Federation
132 Southern Scientific Center, Russian Academy of Sciences, 41 ul. Chekhova, 344006, Rostov-on-Don, Russian Federation
133 rdf:type schema:Organization
 




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


...