Halogenation Using Quaternary Ammonium Polyhalides. VII. Iodination of Aromatic Amines by Use of Benzyltrimethylammonium Dichloroiodate(1—)

Abstract

The reaction of aromatic amines with benzyltrimethylammonium dichloroiodate(1—) in dichloromethane–methanol in the presence of calcium carbonate powder for several hours at room temperature gave selectively iodosubstituted aromatic amines in good yields.

Phane Properties of [2.2]Paracyclophane/Dehydrobenzoannulene Hybrids

“…The final iodination was performed employing the mild reagent BnNMe 3 ICl 2 (Scheme 5). [16] As mentioned above, we have also prepared PC/DA systems to study the ring currents in dehydroannulenic systems. The ortho derivative 7, which proved to be stable only in dilute solutions, was obtained in about 10 % yield by crosscoupling of 4,5- (1) with (Z)-(4-chloro-3-buten-1-ynyl)trimethylsilane (27) [17] to tetrayne 28, followed by an in situ deprotection/homocoupling protocol (Scheme 6).…”

Synthesis and study of conjugated polymers containing Di- or Triphenylamine

“…Photoluminescent properties of PE derivatives and PV derivatives were studied. 36 The reported quantum yields of many of the PE derivatives are comparable to those of the PV analogues. The quantum yield of alkoxy PPE in toluene 37 was reported to be as high as 50%, which is about two times higher than that of PPV.…”

Coarctate versus Pericyclic Reactivity in Naphthalene‐Fused Azo–Ene–Ynes: Synthesis of Benzocinnolines and Benzoisoindazoles

“…[19] Amine 11 was halogenated by the mild iodinating agent BTEA·ICl 2 [20] to furnish iodide 9. [14] Triazene formation was then attempted with NaNO 2 and HCl followed by quenching with K 2 CO 3 and HNEt 2 in aqueous MeCN.…”