216014-70-9Relevant academic research and scientific papers
Self-Assembly of Stimuli-Responsive [2]Rotaxanes by Amidinium Exchange
Borodin, Oleg,Richter, Stefan,Robertson, Craig C.,Shchukin, Yevhenii,Von Delius, Max
supporting information, p. 16448 - 16457 (2021/10/12)
Advances in supramolecular chemistry are often underpinned by the development of fundamental building blocks and methods enabling their interconversion. In this work, we report the use of an underexplored dynamic covalent reaction for the synthesis of stimuli-responsive [2]rotaxanes. The formamidinium moiety lies at the heart of these mechanically interlocked architectures, because it enables both dynamic covalent exchange and the binding of simple crown ethers. We demonstrated that the rotaxane self-assembly follows a unique reaction pathway and that the complex interplay between crown ether and thread can be controlled in a transient fashion by addition of base and fuel acid. Dynamic combinatorial libraries, when exposed to diverse nucleophiles, revealed a profound stabilizing effect of the mechanical bond as well as intriguing reactivity differences between seemingly similar [2]rotaxanes.
Triphenylphosphinecarboxamide: An effective reagent for the reduction of azides and its application to nucleic acid detection
Saneyoshi, Hisao,Ochikubo, Tatsuya,Mashimo, Takushi,Hatano, Ken,Ito, Yoshihiro,Abe, Hiroshi
supporting information, p. 30 - 33 (2014/01/23)
A series of triphenylphosphinecarboxamide (TPPc) derivatives were designed and synthesized as alternative reagents to triphenylphosphine for the facile reduction of azides. The TPPc derivatives performed as efficient reducing agents for the synthesis of primary amines without the need for an additional hydrolysis procedure. The TPPc derivatives were also applied to nucleic acid sensing using a RhAz-oligonucleotide conjugate in a DNA-templated fluorogenic reaction.
Synthesis and biological evaluation of new cytotoxic indazolo[4,3-gh] isoquinolinone derivatives
Shahabi, Manochehr,Schirmer, Eva,Shanab, Karem,Leepasert, Theerachart,Ruzicka, Jana,Holzer, Wolfgang,Spreitzer, Helmut,Aicher, Babette,Schmidt, Peter,Blumenstein, Lars,Müller, Gilbert,Günther, Eckhard
, p. 1846 - 1852 (2013/04/10)
A series of indazolo[4,3-gh]isoquinolinones derivatives have been synthesized to decrease cardiotoxic side effects in comparison to Mitoxantrone. The antiproliferative effects of different side chains were investigated and tested on at least four different cell lines of cervix, ovarian, CNS, NSCLC (non-small-cell lung cancer) and colon carcinoma. In addition to antiproliferative activities, influence on cell cycle and intercalation behavior have been tested.
A new reagent system for efficient silylation of alcohols: Silyl chloride-N-methylimidazole-iodine
Bartoszewicz, Agnieszka,Kalek, Marcin,Nilsson, Johan,Hiresova, Renata,Stawinski, Jacek
, p. 37 - 40 (2008/09/21)
It was found that reactions of alcohols with silyl chlorides in the presence of N-methylimidazole were significantly accelerated by the added iodine, and on this basis a general, and high yielding method for efficient silylation of primary, secondary, and
Iodine-promoted silylation of alcohols with silyl chlorides. Synthetic and mechanistic studies
Bartoszewicz, Agnieszka,Kalek, Marcin,Stawinski, Jacek
, p. 8843 - 8850 (2008/12/21)
An efficient silylating system for 1°, 2°, and 3° alcohols, consisting of a silyl chloride/N-methylimidazole/iodine, was developed. Synthetic and mechanistic aspects of this new reagent system, and particularly the role of iodine were investigated in detail using 1H NMR spectroscopy.
Synthesis of a benzotriazole phosphoramidite for attachment of oligonucleotides to metal surfaces
Brown, Rachel,Smith, W. Ewen,Graham, Duncan
, p. 2197 - 2200 (2007/10/03)
A method for the addition of a benzotriazole moiety to the 5′-terminus of an oligonucleotide via phosphoramidite chemistry has been developed. Use of a monomethoxytrityl protecting group on the benzotriazole allowed fast on column detritylation purification by reverse-phase HPLC. Surface enhanced Raman scattering (SERS) of the modified oligonucleotides was obtained from silver colloid.
