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Volumn , Issue 17, 2006, Pages 3489-3497

Synthesis and NLO properties of 4-(4H-chalcogenopyran-4-ylidene and 4H-chalcogenochromen-4-ylidene)-1-(phenylthio)but-2-enylidene complexes - Electronic influence of the carbene fragment

Author keywords

Chalcogeno and benzochalcogenopyran; Fischer type thiocarbene complexes; NLO properties; X ray structure of thiocarbene

Indexed keywords

ORGANIC COMPOUNDS; X RAY CRYSTALLOGRAPHY;

EID: 33748571942     PISSN: 14341948     EISSN: 10990682     Source Type: Journal    
DOI: 10.1002/ejic.200600300     Document Type: Article
Times cited : (22)

References (75)
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    • a) Aldehyde 1a was obtained from the action of DMF on the corresponding 4-methylpyrylium salts followed by hydrolysis of the iminium salts by a 2% NaOH solution. G. A. Reynolds, J. A. van Allan, J. Org. Chem. 1969, 34, 2736-2741;
    • (1969) J. Org. Chem. , vol.34 , pp. 2736-2741
    • Reynolds, G.A.1    Van Allan, J.A.2
  • 50
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    • Thesis dissertation, Université de Rennes 1
    • c) N. Faux, Thesis dissertation, Université de Rennes 1, 2004.
    • (2004)
    • Faux, N.1
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    • 85163247078 scopus 로고    scopus 로고
    • note
    • Hydrolysis performed with cold water decreases the thioester formation.
  • 52
    • 85163242883 scopus 로고    scopus 로고
    • unpublished results
    • 2 solution gives a yellow precipitate of pyrylium salts: B. Caro, unpublished results. Another mechanism proposed by one referee is that the alkenylylidene complexes are produced in a two-step reaction. The first step is the reversible addition of a carbanion to the carbonyl group. This reaction occurs in any case (for benzaldehyde and heterocyclic aldehyde) but in the absence of TMSCl does not undergo the elimination to complexes 2a-2e due to the electron-donating effect of the 4H-pyran-4-ylidene group.
    • Caro, B.1
  • 53
    • 85163244745 scopus 로고    scopus 로고
    • [15c]
    • [15c]
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    • 84962359333 scopus 로고    scopus 로고
    • b) Z. Sainudeen, P. C. Ray, J. Phys. Chem. A 2005, 109, 9095-9103. It can be noted that the electronic structures of the zwitterionic merocyanines studied are sensitive to changes in the solvent.
    • (2005) J. Phys. Chem. A , vol.109 , pp. 9095-9103
    • Sainudeen, Z.1    Ray, P.C.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.