메뉴 건너뛰기




Volumn 5, Issue 1, 2015, Pages 402-410

Iridium-Catalyzed C-H Activation and Deuteration of Primary Sulfonamides: An Experimental and Computational Study

Author keywords

C H activation; hydrogen isotope exchange; iridium; ortho deuteration; sulfonamide

Indexed keywords

ACTIVATION ANALYSIS; AMIDES; CATALYSIS; CATALYSTS; CHEMICAL ACTIVATION; CHLORINE COMPOUNDS; DEUTERIUM; HYDROGEN; ISOTOPES; ORGANIC COMPOUNDS; SUBSTRATES; SULFUR COMPOUNDS; SYNTHESIS (CHEMICAL);

EID: 84923910059     PISSN: 21555435     EISSN: None     Source Type: Journal    
DOI: 10.1021/cs5015755     Document Type: Article
Times cited : (116)

References (63)
  • 28
    • 0034677966 scopus 로고    scopus 로고
    • Drews, J. Science 2000, 287, 1960 - 1964 10.1126/science.287.5460.1960
    • (2000) Science , vol.287 , pp. 1960-1964
    • Drews, J.1
  • 41
    • 84927936611 scopus 로고    scopus 로고
    • note
    • Catalyst 6 is available commercially from Strem Chemicals, Ltd.
  • 49
    • 70349303615 scopus 로고    scopus 로고
    • Leardi, R. Anal. Chim. Acta 2009, 652, 161 - 172 10.1016/j.aca.2009.06.015
    • (2009) Anal. Chim. Acta , vol.652 , pp. 161-172
    • Leardi, R.1
  • 53
    • 84927945450 scopus 로고    scopus 로고
    • note
    • The intermediacy and catalytic competency of Ir(III) dihydride complexes, derived from COD-bearing Ir(I) complexes and hydrogen gas, has strong literature precedent. See, for example, refs 3e and 5.
  • 55
    • 33745414329 scopus 로고    scopus 로고
    • Gusev, D. G.; Berke, H. Chem. Ber. 1996, 129, 1143 - 1155 10.1002/cber.19961291002
    • (1996) Chem. Ber. , vol.129 , pp. 1143-1155
    • Gusev, D.G.1    Berke, H.2
  • 57
    • 84927947924 scopus 로고    scopus 로고
    • note
    • All calculations were performed in Gaussian 09 (revision A.02). The M06 density functional was used in conjunction with the 6-31G∗ basis set for main group nonmetal atoms and the Stuttgart RSC effective core potential along with the associated basis set for Ir. Full details and references for all computational methods can be found in the SI.
  • 58
    • 84927938803 scopus 로고    scopus 로고
    • note
    • Scheme 4 shows the lowest energy binding modes only. Additional higher energy conformers of benzenesulfonamide binding to both catalysts are discussed in the SI.
  • 59
    • 84927949309 scopus 로고    scopus 로고
    • note
    • Similarly to reference 32, Figures 2-4 consider the lowest energy conformers of substrate binding only. Higher energy binding modes are discussed in the SI.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.