161689-81-2Relevant academic research and scientific papers
SMALL-MOLECULE ORGANIC DYES
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Page/Page column 57; 61; 63; 67; 68, (2019/04/16)
The present invention relates to compounds of formula (A), wherein Z is NR10 or O. These compounds represent novel acridinium and xanthylium salts having an unprecedented substituted heterocyclic core. They are useful as fluorescent dyes or pre
Triarylcarbenium Salts Highly Reducible by Primary Alcohols
Wada, Masanori,Mishima, Hisashi,Watanabe, Tetsuya,Natsume, Satoko,Konishi, Hideki,et al.
, p. 243 - 249 (2007/10/02)
A series of triarylmethanols bearing o-methoxyl groups (1a: 3COH, 1b: (2-MeOC6H4)2COH, 1c: Ph2COH, 1d: 3COH, 1e: Ph2COH) were prepared.Corresponding carbenium salts, X 2a-c, were isolated by short-period treatments of Ar3COH 1a-c with a slight excess of acid in some bulky alcohols, such as 2-propanol or 2-methyl-1-propanol.The high basicity of 1a-c was explained by through-space interactions of a pair of 2p electrons of an o-methoxyl oxygen with an empty 2p orbital of the resulting carbenium carbon.In ethanol, 1-butanol or 3-methyl-1-butanol, 1c, as well as 2c, was reduced under very mild conditions to triarylmethane, Ar3C-H 3c, and in other bulkier alcohols it was reduced under more forcing conditions.The formations of aldehyde or ketone, the by-product, were confirmed in some cases.Compounds 1a,b,d,e, as well as 2a,b, reacted in analogous manners under more forcing conditions.The reaction rates in several alcohols increased in the order 2a 3-methyl-1-butanol > 1-butanol > 2-propanol > methanol > 2-butanol > 2-methyl-1-propanol.Compounds 2b,c were also reduced in tetrahydrofuran, and formed xanthene derivatives in dimethyl sulfoxide or in water.
