Synthesis of a new troponoid liquid crystalline library on solid support

Hashimoto, Masashi; Mori, Akira; Inoue, Hitoshi; Nagamiya, Hiroyuki; Doi, Takayuki; Takahashi, Takashi

doi:10.1016/s0040-4039(02)02813-7

Cited by 17 publications

(5 citation statements)

References 21 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Compound (I) was prepared by the methylation of 5-methoxycarbonyltropolone with diazomethane and amination with aqueous ammonia (Hashimoto et al, 2003). Crystals of (I) were grown from an ethyl acetate/methanol solution (1:…”

Section: Methodsmentioning

confidence: 99%

Methyl 4-amino-5-oxocyclohepta-1,3,6-triene-1-carboxylate

Kubo¹,

Matsumoto²,

Hashimoto³

et al. 2006

Acta Cryst E

Self Cite

View full text Add to dashboard Cite

show abstract

Section: Methodsmentioning

confidence: 99%

Methyl 4-amino-5-oxocyclohepta-1,3,6-triene-1-carboxylate

Kubo¹,

Matsumoto²,

Hashimoto³

et al. 2006

Acta Cryst E

Self Cite

View full text Add to dashboard Cite

show abstract

“…Combinatorial chemistry, which revolutionized drug discovery, is very powerful when the rational design of molecules is difficult. We have reported the construction of combinatorial libraries based on biologically active natural products − and liquid crystals. − Combinatorial chemistry has recently become increasingly important in catalyst development as well. , …”

Section: Introductionmentioning

confidence: 99%

Combinatorial Synthesis and Evaluation of α-Iminocarboxamide-Nickel(II) Catalysts for the Copolymerization of Ethylene and a Polar Monomer

et al. 2011

Self Cite

View full text Add to dashboard Cite

Late-transition metal catalysts used for olefin polymerization, the so-called postmetallocenes, which includes α-iminocarboxamide-nickel(II) catalysts have attracted a great deal of attention because of many valuable features such as the copolymerization of α-olefins with polar monomers. In this paper, the combinatorial synthesis and evaluation of α-iminocarboxamide-nickel(II) catalysts are discussed for their roles in the discovery of a highly active catalyst and elucidation of its structure-activity relationship. The combinatorial optimization of each reaction condition was performed, then a combinatorial library of α-iminocarboxamides with systematically modified substituents was constructed by amidation of α-keto acid chlorides and subsequent imination of α-keto carboxamides in parallel fashion. As a result, 87 analytically pure α-iminocarboxamide ligands were successfully synthesized. α-Iminocarboxamide-nickel(II) catalysts were prepared from the synthesized α-iminocarboxamide ligands. The catalysts' activities for polymerization of ethylene and copolymerization of ethylene and 5-norbornen-2-ol were evaluated. Results of the present study revealed 9 novel active catalysts for ethylene polymerization and 7 novel active catalysts for copolymerization of ethylene and 5-norbornen-2-ol. It should be noted that the best catalysts for ethylene polymerization and for copolymerization in the present study showed higher activities compared to the known active catalyst. Polymerization activities of the catalysts varied dramatically according to the combination of substituents on the α-iminocarboxamides.

show abstract

“…Combinatorial synthesis is an effective method for the generation of a diverse library of small molecules, and it has been used not only in the field of drug discovery but also in organic materials, that is, liquid crystals. – Palladium-catalyzed coupling reactions on a polymer-support are versatile methods for the synthesis of a variety of compounds . We have recently demonstrated that two types of palladium-catalyzed carbonylation,chemoselective esterification and macrolactonization, were sequentially performed in a solid-phase combinatorial synthesis to provide a 122-member macrosphelide library .…”

Section: Introductionmentioning

confidence: 99%

“…We have recently demonstrated that two types of palladium-catalyzed carbonylation,chemoselective esterification and macrolactonization, were sequentially performed in a solid-phase combinatorial synthesis to provide a 122-member macrosphelide library . A palladium-catalyzed coupling reaction has also been used for the synthesis of an organic material library in solution phase and on solid-phase supports. ,, Here we report six types of palladium-catalyzed coupling reactions and sequential coupling by carbonylative esterification on a polymer support …”

Section: Introductionmentioning

confidence: 99%

“…12 A palladium-catalyzed coupling reaction has also been used for the synthesis of an organic material library in solution phase 3 and on solid-phase supports. 2,4,5 Here we report six types of palladium-catalyzed coupling reactions and sequential coupling by carbonylative esterification on a polymer support. 13 Conjugated aromatic ring systems 1 and 2 in Figure 1 are the core of rodlike liquid crystals.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Sequential Palladium-Catalyzed Coupling Reactions on Solid-Phase

et al. 2008

Self Cite

View full text Add to dashboard Cite

Six-types of palladium-catalyzed coupling, Mizoroki-Heck, Migita-Stille, Sonogashira, carbonylative esterification, carbonylative Stille, and carbonylative Sonogashira reactions, were performed on a polymer support. The above coupling reactions of m- and p-substituted aromatic rings, followed by carbonylative esterification with m- and p-substituted anisol derivatives were carried out in a combinatorial manner. Acid cleavage from the polymer-support provided the conjugated aromatic ring systems 1 and 2, which are the core parts of rodlike liquid crystals.

show abstract

Synthesis of a new troponoid liquid crystalline library on solid support

Cited by 17 publications

References 21 publications

Methyl 4-amino-5-oxocyclohepta-1,3,6-triene-1-carboxylate

Methyl 4-amino-5-oxocyclohepta-1,3,6-triene-1-carboxylate

Combinatorial Synthesis and Evaluation of α-Iminocarboxamide-Nickel(II) Catalysts for the Copolymerization of Ethylene and a Polar Monomer

Sequential Palladium-Catalyzed Coupling Reactions on Solid-Phase

Contact Info

Product

Resources

About