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Volumn 57, Issue 1, 2018, Pages 140-145

Catalytic Dibenzocyclooctene Synthesis via Cobalt(III)–Carbene Radical and ortho-Quinodimethane Intermediates

Author keywords

carbene radicals; cobalt; dibenzocyclooctenes; metalloradicals; ortho quinodimethanes

Indexed keywords

ATOMS; COBALT; ORGANIC COMPOUNDS; REACTION INTERMEDIATES;

EID: 85037364661     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201711028     Document Type: Article
Times cited : (77)

References (46)
  • 2
    • 0034246704 scopus 로고    scopus 로고
    • L. Yet, Chem. Rev. 2000, 100, 2963–3007.
    • (2000) Chem. Rev. , vol.100 , pp. 2963-3007
    • Yet, L.1
  • 9
    • 35048860706 scopus 로고    scopus 로고
    • Angew. Chem. 2006, 118, 5870–5881.
    • (2006) Angew. Chem. , vol.118 , pp. 5870-5881
  • 27
    • 85039050458 scopus 로고    scopus 로고
    • Related “open-shell organometallic” approaches have been used by the group of Gansäuer to activate epoxides and aziridines with Ti, complexes; se
    • III complexes; see:
  • 29
    • 84955198425 scopus 로고    scopus 로고
    • Angew. Chem. 2015, 127, 7109–7112;
    • (2015) Angew. Chem. , vol.127 , pp. 7109-7112
  • 32
    • 85015339669 scopus 로고    scopus 로고
    • Angew. Chem. 2016, 128, 9871–9874.
    • (2016) Angew. Chem. , vol.128 , pp. 9871-9874
  • 33
    • 85039068649 scopus 로고    scopus 로고
    • To obtain additional structural information, compound 1 a was also hydrogenated to the corresponding dibenzocyclooctane. See the Supporting Information for detail
    • To obtain additional structural information, compound 1 a was also hydrogenated to the corresponding dibenzocyclooctane. See the Supporting Information for details.
  • 34
    • 85039035322 scopus 로고    scopus 로고
    • The observed small variations in product yield upon changing R, should probably be ascribed to differences in product loss during the purification steps
    • 1 should probably be ascribed to differences in product loss during the purification steps.
  • 35
    • 85039038552 scopus 로고    scopus 로고
    • NMR analysis showed no indications for allylic C=C double bond isomerization under the applied reaction conditions
    • NMR analysis showed no indications for allylic C=C double bond isomerization under the applied reaction conditions.
  • 36
    • 85016393598 scopus 로고    scopus 로고
    • Active participation of a, gem, -ester moiety in direct carbene insertion reactions into C, −H bonds has been reported, but is not accessible for carbene radical C and would not explain the double bond migration; se
    • aromatic−H bonds has been reported, but is not accessible for carbene radical C and would not explain the double bond migration; see: M. R. Fructos, M. Besora, A. A. C. Braga, M. M. Díaz-Requejo, F. Maseras, P. J. Pérez, Organometallics 2017, 36, 172–179.
    • (2017) Organometallics , vol.36 , pp. 172-179
    • Fructos, M.R.1    Besora, M.2    Braga, A.A.C.3    Díaz-Requejo, M.M.4    Maseras, F.5    Pérez, P.J.6
  • 37
    • 85039066597 scopus 로고    scopus 로고
    • The allyl-phenyl substrate produced an unknown product. Replacing the ester with a hydrogen atom leads to indene and cyclopropane products, See the Supporting Information for details
    • The allyl-phenyl substrate produced an unknown product. Replacing the ester with a hydrogen atom leads to indene and cyclopropane products. See the Supporting Information for details.
  • 39
    • 80054752173 scopus 로고    scopus 로고
    • Angew. Chem. 2011, 123, 7626–7640;
    • (2011) Angew. Chem. , vol.123 , pp. 7626-7640
  • 42
    • 84859944816 scopus 로고    scopus 로고
    • Angew. Chem. 2012, 124, 799–803;
    • (2012) Angew. Chem. , vol.124 , pp. 799-803
  • 45
    • 84898001458 scopus 로고    scopus 로고
    • Angew. Chem. 2014, 126, 1388–1391.
    • (2014) Angew. Chem. , vol.126 , pp. 1388-1391
  • 46
    • 0000450167 scopus 로고    scopus 로고
    • see also Ref. [1]
    • J. L. Segura, N. Martin, Chem. Rev. 1999, 99, 3199–3246; see also Ref. [1].
    • (1999) Chem. Rev. , vol.99 , pp. 3199-3246
    • Segura, J.L.1    Martin, N.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.