Synthesis of a pyridine substituted polycarbodiimide and its use as a solid support for chemical reagents
โ Scribed by Januka Budhathoki-Uprety; Bruce M. Novak
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- English
- Weight
- 696 KB
- Volume
- 51
- Category
- Article
- ISSN
- 0032-3861
No coin nor oath required. For personal study only.
โฆ Synopsis
Optically active, polycarbodiimides 3(a, b & c) with pyridine pendant groups were synthesized using [(R) e 2,2 0 -binaphthoxy] (di-isopropoxy) titanium(IV) catalyst. The polymers were characterized by 1 H and 13 C NMR, and IR. Thermal stability of these polymers (up to 162 C by TGA), allows thermally demanding chemical transformations on their side chains without decomposition. Advantages include finetunability of the other pendant group of the carbodiimide monomer. This allows one to optimize the properties of the polymer without undergoing copolymerization or further post-polymerization modifications. Borane (BH 3 ) was coordinated to poly 3 (a & b) to prepare the functional polymers 4 (a & b) respectively. A strong IR signature peak at 2368 cm ร1 supports BH 3 coordination. Gravimetric analysis indicates 97e99% borane complexation of the pyridine units. In addition, the thermal stability increased to 194 C in poly 4a is consistent with the incorporation of BH 3 to the pendant pyridine of the helical polycarbodiimide 3a. Poly 4 (a & b) can be used as supported reagents and successfully reduced the carbonyl compounds (5 aee) in moderate to excellent yields (60e100%) and are shown to be efficient, non-volatile, stable, and mild supported-reducing reagents. Upon completion of the reduction reaction, the polymer support was quantitatively recycled as required for a green solid catalyst support.
๐ SIMILAR VOLUMES
## Abstract For Abstract see ChemInform Abstract in Full Text.
The ttnalytical potential of thiobenzoylphcnyl}~yclrosylaminc (T13PHR) was discussed in a previous paper 1. TEWHA reacts with :i wider range of metal ions thorn its oxygen counterpart, benzaylpXlenylhydruxylarnine (RPHA). Farrnation canstants for nickel, copper and zinc TBPHA chelates are higher tha