117142-53-7

Upstream product

• 4542-77-2 2,6-bis(bromomethyl)naphthalene 
• 116072-81-2 C₂₄H₂₀Se₂ 
• 58791-49-4 1,4-bis(bromomethyl)naphthalene 
• 66262-22-4 2,13-Dithia<3>(2,6)naphthalino<3>paracyclophan 
• 85477-65-2 5,9-Dibrom-2,13-dithia<3.3>(2,6)naphthalinophan-S,S,S',S'-tetraoxid 
• 85477-64-1 5,9-Dibrom-2,13-dithia<3.3>(2,6)naphthalinophan 
• 85477-63-0 1,5-dibromo-2,6-bis(bromomethyl)naphthalene 
• 20027-95-6 1,5-Dibromo-2,6-dimethylnaphthalene 
• 85477-66-3 4,8-Dibrom<2.2>(2,6)naphthalinophan 
• 66262-21-3 2,13-Dithia<3>(2,6)naphthalino<3>paracyclophan-S,S,S',S'-tetroxid 
• 59456-90-5 <2.2>(2.6)Naphthalinophan-1.11-dien 
• 43012-10-8 2,13-Dithia<3,3>(2,6)naphthalinophan-S,S,S',S'-tetraoxid 

Relevant academic research and scientific papers

Samarium(II) Diiodide Mediated Coupling of Bis(bromomethyl)arenes. Facile Synthesis of n>Cyclophanes without using High-Dilution Techniques

In the presence of samarium(II) diiodide (Sml2), coupling of 1,3- and 1,4-bis(bromomethyl)benzenes proceeds smoothly to give their cyclic and acyclic oligomers.Use of 1.2 equiv. of Sml2 gives 1,2-bis(3- and 4-bromomethylphenyl)ethanes, respectively, in 95percent yield, and the use of 5.0 equiv. of Sml2 affords n>metacyclophanes and n>paracyclpphanes (n = 2, 3 and 4), respectively, in satisfactory yields.By using 5.0 equiv. of Sml2, 2-bromo- and 2-methoxy-1,4-bis(bromomethyl)benzenes and 1,4- and 2,6-bis(bromomethyl)naphthalenes each give only one of several expected isomeric cyclophanes as the major cyclic oligomer.

New Synthetic Method of Cyclophanes via Diselenacyclophanes

Syntheses of cyclic diselenides through diselenolates and the following deselenation reactions by means of three ways were studied.The preparation of the cyclic diselenides in the presence of excess sodium borohydride gave thirty-eight diselenides containing diselenacyclophanes and alicyclic diseleno compounds in high yields in addition to two triple-bridged selenacyclophanes.Photodeselenation of the diselenides in tris(dimethylamino)phosphine afforded series of cyclophanes in much higher yields than those of the other two methods, i.e. benzyne-Stevens rearrangement/Raney nickel hydrogenolysis and pyrolytic deselenation at ca. 650 deg C.The present study demonstrates that the photodeselenation method combined with the synthesis of their precursor diselenides, is much superior to the conventional dechalcogenation methods.

Transanular Interactions in Phanes, 26. Models for Excimers: Achiral and Chiral(2,6)Naphthalinophane

The achiral(2,6)naphthalenophane diastereomer 1 which was not obtained previously, was synthesized by using dibromo-substitution to force the formation of 3 besides 4 in the vacuum pyrolysis of the disulfone 12.Debromination of 3/4 via halogen-metal-exchange followed by hydrolysis gave a mixture of 1/2 from which 1 could be isolated and characterized.

Transanular Interactions in Phanes, XXV. Structurally Isomeric Naphthalenoparacyclophanes

The structurally isomeric naphthalenoparacyclophanes 1, 2 and 3, having 1,4-, 1,5- and 2,6-bridged naphthalene moieties, respectively, were synthesized via the corresponding dithiaphanes 8, 9, 10.The photolytic desulfurization of 10 and the sulfur dioxide extrusion via vapour phase pyrolysis of the corresponding disulfone 11 to the highly strained 3 clearly demonstrate the limits of these preparative ring contraction methods.