Benzene-1,3,5-tricarbaldehyde

Macrocyclic Thiophens, - Wittig reaction between 1,3,5-benzene-tricarbaldehyde and the ylide prepared from the bis-phosphoniuro salts of 2,5-bis(chloromethyl)thiophen gave (193) in about 1.5% yield. The conformation was analyzed by n.m.r.113... 

Reactions of Pyrroles. 1,3-Di-t-butylpyrrole forms the first stable protonated pyrrole, the salt (104). Electrophilic substitution of pyrrole with MeaC or Me FC in the gas phase occurs mainly at the j3-position, as does nitration and Friedel-Crafts acylation of l-phenylsulphonylpyrrole2 Pyrrole-2,5-dialdehyde has been prepared by Vilsmeier-Haack formylation of the ester (105), followed by hydrolysis. A similar method has been used to convert the di-acetal (106) into pyrrole-2,3,5-tricarbaldehyde. AT-Benzoyl-pyrrole reacts with benzene in the presence of palladium(II) acetate to yield a mixture of l-benzoyl-2,5-diphenylpyrrole, the bipyrrolyl (107), and compound (108). Treating lithiated A-methylpyrrole with nickel(II) chloride results in the polypyrrolyls (109 = 0-4). 2-Aryl-1-methylpyrroles are obtained by cross-coupling of l-methylpyrrol-2-ylmagnesium bromide with aryl halides in the presence of palladium(0)-phosphine complexes. ... 

A [4h-6] condensation by Scheme 2.20 of benzene-l,3,5-tricarbaldehyde with ethylenedi-amine quantitatively afforded a macropolycyclic... 

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