Triphenylmethyl radical - Wikipedia
The triphenylmethyl radical (often shortened to trityl radical after 1927 suggestion by Helferich et al. [1]) is an organic compound with the formula (C 6 H 5) 3 C. It is a persistent radical. It was the first radical ever to be described in organic chemistry. Because of its accessibility, the trityl radical has been heavily exploited.
Persistent and Stable Organic Radicals: Design, Synthesis, and ...
2021年2月11日 · Total or partial chlorination on three phenyl rings with sp 2 hybridization provides polychlorinated triphenylmethyl radicals (PTM), which exhibit further enhanced thermal and chemical stability due to the steric protection effect stemming from the bulky chlorine atoms.
A Guide to Tris (4-Substituted)-triphenylmethyl Radicals - PMC
The triphenylmethyl (trityl) radical is a valuable CCR reagent due to its kinetic persistence, spectroscopic addressability, and relatively high thermodynamic stability (for a CCR).
3 Factors That Stabilize Free Radicals - Master Organic Chemistry
2013年8月2日 · Quiz time: one of the most stable free radicals known is the triphenylmethyl radical, discovered by Moses Gomberg in 1900. In the absence of oxygen, this radical is indefinitely stable at room temperature.
A Guide to Tris(4-Substituted)-triphenylmethyl Radicals
2023年7月5日 · Triphenylmethyl (trityl, Ph 3 C•) radicals have been considered the prototypical carbon-centered radical since their discovery in 1900. Tris (4-substituted)-trityls [ (4-R-Ph) 3 C•] have since been used in many ways due to their stability, persistence, and spectroscopic activity.
CHEM 125b - Lecture 27 - Triphenylmethyl and an Introduction to ...
Painstaking studies of his “hexaphenylethane” and its reactivity convinced Gomberg that he had prepared the first trivalent carbon compound, triphenylmethyl radical, the discovery of which marked the emergence of fundamental organic chemistry in America.
From Reactive Intermediates to Stable Compounds | Science - AAAS
2002年3月8日 · Triphenylmethyl is stable because the free electron is delocalized and the radical center is shielded from reaction by the three phenyl groups, which are arranged in a propellerlike fashion. Chemical structures of radical, diradical, and polyradical species discussed in the text.
Free Radicals - Chemistry LibreTexts
2023年1月23日 · The first organic free radical identified was triphenylmethyl radical. This species was discovered by Moses Gomberg in 1900 at the University of Michigan USA. Historically, the term radical in radical theory was also used for bound parts of the molecule, especially when they remain unchanged in reactions.
Moses Gomberg and the Discovery of Organic Free Radicals
2000年6月25日 · In 1900, Moses Gomberg, Professor of Chemistry at the University of Michigan, confirmed the existence of a stable, trivalent organic free radical: triphenylmethyl. In so doing, he challenged the then prevailing belief that carbon could have only four chemical bonds.
The triphenylmethyl radical provides a good starting point to introduce the concepts of radical stability and radical persistence, which were first clearly delineated by Griller and Ingold.3 The triphenylmethyl radical is relatively stable; the C-H bond strength in triphenylmethane (81 kcal/mol) is significantly