Topic
Triphosgene
About: Triphosgene is a research topic. Over the lifetime, 809 publications have been published within this topic receiving 7396 citations. The topic is also known as: BTC.
Papers published on a yearly basis
Papers
TL;DR: In this article, a synthesis of NCA's of α-amino acids using bis(trichloromethyl) carbonate has been reported; the triphosgene is used to supply phosgenes in situ in stoichiometric amounts; it is particularly effective for preparing NCA of amino acids with long, aliphatic side chains.
587 citations
TL;DR: In this article, the vapor diffusion method was used to grow colorless crystals suitable for X-ray crystallography, which were obtained by slow evaporation of a chloroform solution of 8 at room temperature.
Abstract: 6 = 1.81 (m. 4H). 2.33 (m, 4H), 2.61 (m, 4H), 4.92 (s, 4H), 4.97 (bs, 4H), 4.99 ( s , 4H). 5.09 ( s , 4H), 6.99 (s, 2H); “C-NMR (CDCI?): 6=25.7, 43.2, 85.0, 85.3, 100.9, 110.2, 143.1, 144.2, 144.61. 6a: 6 (156 mg, 0.88 mmol) was heated under reflux (48 h, N2) with anthracene (50 mg, 0.28 mmol) in xylene (5 mL): yield of the crude product: after chromatography (SiO,/CHCI,-Et,O) 17 mg, I Io/i. Colorless crystals [m.p. >300”C), m/z (positive ion FABMS) 535 for (M+H)O] suitable for X-ray crystallography, were grown by the vapor diffusion method (CHCI,. CICHzCH,Cl-light petroleum). 8: Reaction (CH2Cl2, 9-10 kbar, 55-60”C. 200 h) of 7 (373 mg, 0.74 mmol) with 5 (156 mg, 0.74 mmol) yielded, after chromatography (SiO2/CHCl3MeOH), 8 [I05 mg, 20%, recrystallized from CHCI?, m.p. > 300”C, m/z (positive ion FABMS) 713 for (M+H)@: ‘H-NMR (CDCI,): 6=1.62 (m, 4H), 2.32(m,8H),2.63(m,8H),4.89(~,8H),5.08(~,4H),6.98(~,4H): “C-NMR (CDC13): 6=27.1, 44.2, 84.8, 86.6, I10.1, 144.6, 152.51, which was also obtained in very low yield (3.5%) by heating 6 under reflux (48 h, N2) in xylene. Single crystals, suitable for X-ray analysis, were obtained by slow evaporation of a chloroform solution of 8 at room temperature.
384 citations
TL;DR: In the last few years, these reagents have been increasingly substituted by cleaner alternative and inherently safer compounds since the goal of the modern environmentally friendly synthetic chemistry is the development and optimisation of reaction conditions to reduce or eliminate the use and production of hazardous materials while increasing energy usage as mentioned in this paper.
236 citations
212 citations
193 citations
Related Topics (5)
Performance Metrics
| Year | Papers |
|---|---|
| 2025 | 2 |
| 2024 | 5 |
| 2023 | 14 |
| 2022 | 13 |
| 2021 | 11 |
| 2020 | 16 |