메뉴 건너뛰기




Volumn , Issue 10, 2008, Pages 1565-1572

Fluorophobic effect in metallomesogens - The synthesis and mesomorphism of Ag, Au, Cu, Fe, Pd, and Pt fluorous isocyanide complexes

Author keywords

Fluorinated ligands; Isocyanide ligands; Liquid crystals; Mesophases; Metallomesogens

Indexed keywords

CHELATION; COPPER COMPOUNDS; CYANIDES; HYDROCARBONS; LIGANDS; ORGANOMETALLICS; PLATINUM COMPOUNDS; SYNTHESIS (CHEMICAL);

EID: 53349162451     PISSN: 14341948     EISSN: 10990682     Source Type: Journal    
DOI: 10.1002/ejic.200701341     Document Type: Article
Times cited : (25)

References (80)
  • 1
    • 85163235037 scopus 로고    scopus 로고
    • Eds, J. A. Gladysz, D. P. Curran, I. T. Horváth, Wiley-VCH, Weinheim
    • a) Handbook of Fluorous Chemistry (Eds.: J. A. Gladysz, D. P. Curran, I. T. Horváth), Wiley-VCH, Weinheim, 2004, pp. 1-595;
    • (2004) Handbook of Fluorous Chemistry , pp. 1-595
  • 7
    • 85163235411 scopus 로고    scopus 로고
    • T. Inoi, Fluorinated Liqud Crystals in Organofluorine Chemistry: Principles and Commercial Applications (Eds.: R. E. Banks, B. E. Smart, J. C. Tatlow), series: Topics in Applied Chemistry, Plenum Press, New York, 1994, pp. 263-286.
    • T. Inoi, "Fluorinated Liqud Crystals" in Organofluorine Chemistry: Principles and Commercial Applications (Eds.: R. E. Banks, B. E. Smart, J. C. Tatlow), series: Topics in Applied Chemistry, Plenum Press, New York, 1994, pp. 263-286.
  • 8
    • 85163230420 scopus 로고    scopus 로고
    • Selected representative examples: a X. H. Cheng, S. Diele, C. Tschierske, Angew. Chem. Int. Ed. 2000, 39, 592-595;
    • Selected representative examples: a) X. H. Cheng, S. Diele, C. Tschierske, Angew. Chem. Int. Ed. 2000, 39, 592-595;
  • 27
    • 28544443382 scopus 로고    scopus 로고
    • a) K. Binnemans, Chem. Rev. 2005, 105, 4148-4204;
    • (2005) Chem. Rev , vol.105 , pp. 4148-4204
    • Binnemans, K.1
  • 33
    • 0002859581 scopus 로고    scopus 로고
    • g) P. Espinet, Gold Bull. 1999, 32, 127-134;
    • (1999) Gold Bull , vol.32 , pp. 127-134
    • Espinet, P.1
  • 36
    • 85163224466 scopus 로고    scopus 로고
    • II isocyanide mesogens: a T. Kaharu, S. Takahashi, Chem. Lett. 1992, 1515-1516;
    • II isocyanide mesogens: a) T. Kaharu, S. Takahashi, Chem. Lett. 1992, 1515-1516;
  • 41
    • 85163227238 scopus 로고    scopus 로고
    • I isocyanide mesogens: a T. Kaharu, R. Ishii, S. Takahashi, J. Chem. Soc., Chem. Commun. 1994, 1349-1350;
    • I isocyanide mesogens: a) T. Kaharu, R. Ishii, S. Takahashi, J. Chem. Soc., Chem. Commun. 1994, 1349-1350;
  • 52
    • 85163233061 scopus 로고    scopus 로고
    • S. Coco, C. Cordovilla, P. Espinet, J. Martín-Alvarez, P. Muñoz, Inorg. Chem. 2006, 45, 10180-10187. See also ref.[16e]
    • l) S. Coco, C. Cordovilla, P. Espinet, J. Martín-Alvarez, P. Muñoz, Inorg. Chem. 2006, 45, 10180-10187. See also ref.[16e]
  • 53
    • 85163232257 scopus 로고    scopus 로고
    • I isocyanide mesogens: M. Benouazzane, S. Coco, P. Espinet, J. M. Martín-Alvarez, J. Barberá, J. Mater. Chem. 2002, 12, 691-696.
    • I isocyanide mesogens: M. Benouazzane, S. Coco, P. Espinet, J. M. Martín-Alvarez, J. Barberá, J. Mater. Chem. 2002, 12, 691-696.
  • 54
    • 85163232672 scopus 로고    scopus 로고
    • I isocyanide mesogens: M. Benouazzane, S. Coco, P. Espinet, J. Barberá, J. Mater. Chem. 2001, 11, 1740-1744.
    • I isocyanide mesogens: M. Benouazzane, S. Coco, P. Espinet, J. Barberá, J. Mater. Chem. 2001, 11, 1740-1744.
  • 55
    • 85163228351 scopus 로고    scopus 로고
    • I dinuclear isocyanide mesogens: M. Benouazzane, S. Coco, P. Espinet, J. Barberá, Inorg. Chem. 2002, 41, 5754-5759.
    • I dinuclear isocyanide mesogens: M. Benouazzane, S. Coco, P. Espinet, J. Barberá, Inorg. Chem. 2002, 41, 5754-5759.
  • 56
    • 85163225390 scopus 로고    scopus 로고
    • 0 isocyanide mesogens: S. Coco, P. Espinet, E. Marcos, J. Mater. Chem. 2000, 10, 1297-1302.
    • 0 isocyanide mesogens: S. Coco, P. Espinet, E. Marcos, J. Mater. Chem. 2000, 10, 1297-1302.
  • 71
    • 85163226360 scopus 로고    scopus 로고
    • D = C(fluorous phase)/C(organic phase) to be 93.9:6.1 at 25°C. A known amount of the fluorous compound (40-70 mg) was dissolved in the biphasic system [perfluorocyclohexane/toluene (1:1, v/v); 4 mL]. The resulting mixture was vigorously stirred in a 10 mL vial immersed in a 25°C oil bath for 24 h. After two clear layers were obtained, an aliquot was removed from each layer with a syringe and added to the hexane standard. The partition coefficients were calculated based upon the ratio of the integration of the GC from both phases (average of four runs). The partition coefficient for 6 was 94.5:5.5.
    • D = C(fluorous phase)/C(organic phase) to be 93.9:6.1 at 25°C. A known amount of the fluorous compound (40-70 mg) was dissolved in the biphasic system [perfluorocyclohexane/toluene (1:1, v/v); 4 mL]. The resulting mixture was vigorously stirred in a 10 mL vial immersed in a 25°C oil bath for 24 h. After two clear layers were obtained, an aliquot was removed from each layer with a syringe and added to the hexane standard. The partition coefficients were calculated based upon the ratio of the integration of the GC from both phases (average of four runs). The partition coefficient for 6 was 94.5:5.5.
  • 72
    • 85163231233 scopus 로고    scopus 로고
    • Efforts to obtain a solution suitable for the acquisition of an NMR spectrum were unsuccessful in the case of Ag complexes
    • Efforts to obtain a solution suitable for the acquisition of an NMR spectrum were unsuccessful in the case of Ag complexes.
  • 74
    • 85163231361 scopus 로고    scopus 로고
    • The 2°C mesophase range for 8 was observed under a polarized microscope, the DSC scan displayed only one peak.
    • The 2°C mesophase range for 8 was observed under a polarized microscope, the DSC scan displayed only one peak.
  • 78
    • 85163226310 scopus 로고    scopus 로고
    • 1H NMR spectrum.
    • 1H NMR spectrum.
  • 79
    • 85163227893 scopus 로고    scopus 로고
    • The assignment of the aromatic signals was based on the spectroscopic data of formamides in ref.[17g
    • [17g]
  • 80
    • 85163225261 scopus 로고    scopus 로고
    • The formation of bis(isocyanide) complex Fe(CO)3(CNAr) 2 [Ar, 4-F(CF2)8(CH2) 4OC6H4] as a side product was observed; it was isolated and characterized. C41H24F34FeN 2O5 (1326.43, calcd. C 37.13, H 1.82, N 2.11; found C 36.65, H 1.94, N 1.83. IR: ν, 2114 [ν(N≡C, 1999, 1932 [ν(C=O, cm-1. 1H NMR (CDCl3, δ, 7.27 (d, J, 8.8 Hz, 2 H, ortho to NC, 6.87 (d, J, 8.8 Hz, 2 H, meta to NC, 4.02 (t, J, 5.4 Hz, 2 H, OCH2, 2.40-2.05 (m, 2 H, CH2CF2, 2.05-1.85 [m, 4 H, CH2)2CH2CF2] ppm
    • 2] ppm.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.