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Organometallics
Volumn 28, Issue 2, 2009, Pages 390-393
A convenient method for the synthesis of protic 2-(tertiary phosphino)-1-amines and Their Cp*RuCl complexes
Author keywords

[No Author keywords available]
Indexed keywords

AMINATION; CHEMICAL BONDS; PHOSPHORUS COMPOUNDS; RUTHENIUM COMPOUNDS; SYNTHESIS (CHEMICAL);
EID: 61849114581     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om801042b     Document Type: Article
Times cited : (39)
References (82)
  • 2
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    • (b) Comprehensive Asymmetric Catalysis I-III; Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.: Springer: Berlin, 1999.
    • (1999) Comprehensive Asymmetric Catalysis I-III
  • 3
    • 0003544583 scopus 로고    scopus 로고
    • 2nd ed, Ojima, I, Ed, Wiley-VCH: New York
    • (c) Catalytic Asymmetric Synthesis, 2nd ed.; Ojima, I., Ed.; Wiley-VCH: New York, 2000.
    • (2000) Catalytic Asymmetric Synthesis
  • 22
    • 61849127209 scopus 로고    scopus 로고
    • Ogata, I.; Mizukami, F.; Ikeda, Y.; Tanaka, M. Jpn. Kokai Tokkyo Koho 1976, 76, 43754; Chem. Abstr. 1976, 85, 124144z.
    • (a) Ogata, I.; Mizukami, F.; Ikeda, Y.; Tanaka, M. Jpn. Kokai Tokkyo Koho 1976, 76, 43754; Chem. Abstr. 1976, 85, 124144z.
  • 33
    • 0005592131 scopus 로고
    • For the synthesis of related PN compounds using aziridines, see: a
    • For the synthesis of related PN compounds using aziridines, see: (a) Liu, S.-T.; Liu, C.-Y. J. Org. Chem. 1992, 57, 6079-6080.
    • (1992) J. Org. Chem , vol.57 , pp. 6079-6080
    • Liu, S.-T.1    Liu, C.-Y.2
  • 41
    • 0000534361 scopus 로고    scopus 로고
    • For the related base-promoted 2-aminoethylation of thiols, see: a
    • For the related base-promoted 2-aminoethylation of thiols, see: (a) Ishibashi, H.; Uegaki, M.; Sakai, M. Synlett 1997, 915-916.
    • (1997) Synlett , pp. 915-916
    • Ishibashi, H.1    Uegaki, M.2    Sakai, M.3
  • 43
    • 61849144199 scopus 로고    scopus 로고
    • The substituents at the 5-position in 2-oxazolidinones seem to inhibit the efficient C-P bond-forming process; 5-methyl-, 5-phenyl-, 5, 5- dimethyl-, and 5, 5-diphenyl-2-oxazolidinones did not afford any product under these conditions.
    • The substituents at the 5-position in 2-oxazolidinones seem to inhibit the efficient C-P bond-forming process; 5-methyl-, 5-phenyl-, 5, 5- dimethyl-, and 5, 5-diphenyl-2-oxazolidinones did not afford any product under these conditions.
  • 49
    • 61849113177 scopus 로고    scopus 로고
    • A toluene-d8 solution of a 1:1 mixture of HP(C 6H5)2 and TfOH showed a very broad signal centered at-22 ppm in the 31P{1} NMR spectrum at 70 °C, while a similar experiment with HP(c-C6H11)2 showed a quintet at-3.5 ppm with the coupling constant 1JPD, 73 Hz. Since the formation of TfD by rapid H-D scrambling between toluene-d8 and TfOH likely precedes the salt formation, the former may indicate an equilibrium between DP(C6H5)2 and [D2P(C 6H5)2]OTf but the latter may suggest the irreversible formation of [D2P(c-C6H)2]OTf
    • 6H)2]OTf.
  • 74
    • 61849083470 scopus 로고    scopus 로고
    • 2 is very labile.
    • 2 is very labile.
  • 75
    • 84985531956 scopus 로고    scopus 로고
    • Consiglio, Morandini, and co-workers thoroughly investigated the stereochemistry of some ligand substitution for a series of CpRu[(R)- (C¢J3/4 PCH¢C3/4 íC3/4 PíCö3/4 3/4 ] complexes: (a) Consiglio, G.; Morandini, F.; Ciani, G.; Sironi, A. Angew. Chem., Int. Ed. Engl. 1983, 22, 333-334.
    • Consiglio, Morandini, and co-workers thoroughly investigated the stereochemistry of some ligand substitution for a series of CpRu[(R)- (C¢J3/4 PCH¢C3/4 íC3/4 PíCö3/4 3/4 ] complexes: (a) Consiglio, G.; Morandini, F.; Ciani, G.; Sironi, A. Angew. Chem., Int. Ed. Engl. 1983, 22, 333-334.
  • 82
    • 61849085653 scopus 로고    scopus 로고
    • By a similar method reported previously,5b the treatment of the chloride complex 3e (103 mg, 0.20 mmol) with KOH (11.0 mg, 0.30 mmol) in 2-propanol (5.0 mL) afforded a novel Cp*RuH complex bearing (5)-2e (82.0 mg, 85% yield) as a diastereomeric mixture in an approximately 1:1 ratio, which was determined by their hydride signals at-10.6 ppm (d, 2J PH= 40.3 Hz) and-9.9 ppm (d, VPH, 37.5 Hz) in NMR (THF-d8, This result contrasts remarkably with the stereospecificity observed in the conversion of CpRuCl[(R, C6H5) 2PCH(CH3)CH2P(C6H5)2] to CpRuH[(R, C6H5)2PCH(CH3)CH2P(C6H5) 2] with methanolic CH3ONa.21c
    • 21c

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.