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Volumn 8, Issue 1, 2006, Pages 91-94

Synthesis and properties of a dithiirane trans-1,2-dioxide, a three-membered vic-disulfoxide

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EID: 30944451605     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol052570f     Document Type: Article
Times cited : (14)

References (41)
  • 1
    • 33845469439 scopus 로고
    • For reviews, see: (a) Freeman, F. Chem. Rev. 1984, 84, 117-135.
    • (1984) Chem. Rev. , vol.84 , pp. 117-135
    • Freeman, F.1
  • 3
    • 0033475261 scopus 로고    scopus 로고
    • Oae, S., Ed.; Myu: Tokyo, Japan
    • (c) Lacombe, S. Reviews on Heteroatom Chemistry; Oae, S., Ed.; Myu: Tokyo, Japan, 1999; Vol. 21, pp 1-41.
    • (1999) Reviews on Heteroatom Chemistry , vol.21 , pp. 1-41
    • Lacombe, S.1
  • 8
    • 0001258328 scopus 로고
    • For other recent papers on vic-disulfoxides see: (a) Freeman, F.; Lee, C. J. Org. Chem. 1988, 53, 1263-1266.
    • (1988) J. Org. Chem. , vol.53 , pp. 1263-1266
    • Freeman, F.1    Lee, C.2
  • 13
  • 26
    • 30944441509 scopus 로고    scopus 로고
    • note
    • -1, R1 = 0.0968, wR2 = 0.2410, GOF = 1.035. Relevant bond length (Å) and angle (deg) data: molecule A (left), S1A-O1A 1.476(5), S1A-C1A 1.855(6), S1A-S2A 2.241(2), S2A-O2A 1.469(5), S2A-C1A 1.860(6), C1A-C12A 1.578(8), C1A-C2A 1.580-(7), O1A-S1A-C1A 115.6(3), O1A-S1A-S2A 113.6(2), C1A-S1A-S2A 52.99(19), O2A-S2A-C1A 116.6(3), O2A-S2A-S1A 115.0(2), C1A-S2A-S1A 52.79(18), C12A-C1A-C2A 123.3(5), C12A-C1A-S1A 110.2(4), C2A-C1A-S1A 114.8(4), C12A-C1A-S2A 113.8(4), C2A-C1A-S2A 110.2(4), S1A-C1A-S2A 74.2(2); molecule B (right), S1B-O1B 1.468(5), S1B-C1B 1.863(6), S1B-S2B 2.243(2), S2B-O2B 1.471(5), S2B-C1B 1.875(6), C1B-C12B 1.573(8), C1B-C2B 1.579(7), O1B-S1B-C1B 116.1(3), O1B-S1B-S2B 113.1(2), C1B-S1B-S2B 53.37(18), O2B-S2B-C1B 115.3(3), O2B-S2B-S1B 114.5(2), C1B-S2B-S1B 52.89(18), C12B-C1B-C2B 123.5(5), C12B-C1B-S1B 109.7-(4), C2B-C1B-S1B 114.5(4), C12B-C1B-S2B 114.4(4), C2B-C1B-S2B 110.4(4), S1B-C1B-S2B 73.7(2).
  • 31
    • 0007721022 scopus 로고
    • It has been reported that thiirane oxide, which is a source of SO, and di-p-anisyl thioketone were heated in refluxing toluene to give 2,2-di-p-anisyl-1,3-dithiolane and its 1,1-dioxide: Aalbersberg, W. G. L.; Vollhardt, K. P. C. J. Am. Chem. Soc. 1977, 99, 2792-2794.
    • (1977) J. Am. Chem. Soc. , vol.99 , pp. 2792-2794
    • Aalbersberg, W.G.L.1    Vollhardt, K.P.C.2
  • 32
    • 30944442698 scopus 로고    scopus 로고
    • note
    • 1H NMR spectrum of the pyrolysate with 1,2-diphenylethane as the internal standard.
  • 33
    • 30944468806 scopus 로고    scopus 로고
    • note
    • 1H NMR spectroscopy. The molar ratio of 16/(E)-10/ (Z)-10/cis-6/trans-6/11 in the reaction mixture was 55/37/41/2/2/18.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.