96843-21-9

Usage

Uses

Used in Organic Synthesis:
2',5'-Diiodo-p-terphenyl is used as a starting material for the synthesis of various organic compounds due to its symmetrical structure and reactivity.
Used in Pharmaceutical Industry:
2',5'-Diiodo-p-terphenyl is used as a building block for the construction of complex pharmaceutical molecules, contributing to the development of new drugs.
Used in Dye Production:
2',5'-Diiodo-p-terphenyl is used in the production of dyes, taking advantage of its aromatic structure and chemical properties.
Used as a Reagent in Chemical Reactions:
2',5'-Diiodo-p-terphenyl is used as a reagent in various chemical reactions, such as palladium-catalyzed cross-coupling reactions and Suzuki-Miyaura reactions, facilitating the formation of new chemical bonds and the synthesis of desired products.

Upstream product

• 106-37-6 1.4-dibromobenzene 
• 63262-06-6 1,4-dibromo-2,5-diiodobenzene 
• 98-80-6 phenylboronic acid 
• 632324-38-0 2,5-diiodo-1,4-phenylenebistrimethylsilane 

Relevant academic research and scientific papers

From helical to staggered stacking of zigzag nanographenes

A new synthetic strategy toward novel alkylphenyl-substituted D2h symmetric zigzag nanographenes has been established, leading to different derivatives with specific substitution patterns of the disc corona. This concept allowed a facile contro

Linear and Radial Conjugation in Extended π-Electron Systems

We describe the synthesis and electronic properties of new π-conjugated small molecules and polymers that combine the linear intramolecular conjugation pathways commonly associated with organic electronic materials with the emerging properties of radial c

New compounds and organic light-emitting diode including the same

PURPOSE: A compound is provided to improve luminous efficiency and to make low voltage operation possible when applied to an organic electroluminescence device by having low driving voltage and excellent luminous efficiency. CONSTITUTION: A compound is represented by chemical formula 1. In chemical formula 1, each R is selected from hydrogen, deuterium, substituted or unsubstituted C1-6 alkyl, substituted or unsubstituted C7-30 alkyl, substituted or unsubstituted C3-30 cycloalkyl, substituted or unsubstituted C5-30 cycloalkenyl, substituted or unsubstituted C1-30 alkoxy, substituted or unsubstituted C6-30 aryloxy, substituted or unsubstituted C1-30 alkylthioxy, substituted or unsubstituted C5-30 arylthioxy, substituted or unsubstituted C1-30 alkylamine, substituted or unsubstituted C5-30 arylamine, substituted or unsubstituted C5-50 aryl, substituted or unsubstituted C3-50 heteroaryl, substituted or unsubstituted silicon, substituted or unsubstituted boron, substituted or unsubstituted silane, carbonyl, phosphoryl, amino, nitrile, hydroxy, nitro, halogen, amide, and ester.

Conversion of 2-Iodobiaryls into 2,2′-Diiodobiaryls via Oxidation-Iodination Sequences: A Versatile Route to Ladder-Type Heterofluorenes

Even though 2,2′-diiodo- and 2,2′-dibromobiaryls represent accomplished precursors for heterofluorenes and other extended π-conjugated systems, their preparation still remains nontrivial when structural diversity of the biaryl backbone is required. Herein, we report a convenient method for the preparation of various 2,2′-diiodobiaryls from 2-iodobiaryls via cyclic diaryliodonium intermediates. An iodinative ring-opening of the diaryliodonium salts, mediated by a copper/diamine catalyst system, is able to afford the corresponding 2,2′-diiodobiaryls under mild conditions. The versatility of this two-step approach is demonstrated by the preparation of hitherto unexplored tetraiodoteraryls and their conversion into ladder-type π-conjugated systems. Biaryl iodination: 2-Iodobiaryls can be readily converted to 2,2′-diiodobiaryls through an initial oxidation to form cyclic diaryliodonium salts, followed by a copper/diamine-catalyzed iodinative ring-opening under mild conditions. The versatility of this two-step protocol is demonstrated by the preparation of hitherto unexplored tetraiodoteraryls and their conversion into ladder-type π-conjugated systems.

A NEW SYNTHESIS OF PARA-TERPHENYLS

A new, one-step synthesis of para-terphenyls from aryl Grignards and 1,4-dibromo-2,5-diiodobenzene 1 as a di-aryne equivalent is described.

Synthetically Useful Aryl-Aryl Bond Formation via Grignard Generation and Trapping of Arynes. A One Step Synthesis of p-Terphenyl and Unsymmetric Biaryls

A one-pot route to p-terphenyls is described.Addition of 1,4-dibromo-2,5-diiodobenzene, 1, to excess aryl Grignard reagent gives the terphenyl di-Grignard 2 and the trihalo mono-Grignard 5.After aqueous quench, p-terphenyls are isolated in 30percent to 50percent yield (Table I).This yield can be improved to 70-80percent by adding potassium tert-butoxide or lithium tetramethylpiperidide to the reaction mixture prior to workup.Mechanisms involving organometallic aryne intermediates are proposed.With o-bromoiodoarenes in place of tetrahaloarenes the method can be adapted to prepare unsymmetric biaryls in good yield (Table II).