14.12.3 Telluropyrylium and Benzotelluropyrylium Salts (Update 2020)

Q. Tan 

Abstract

This chapter is an update to the earlier Science of Synthesis contribution (Section 14.12) describing methods for the synthesis of telluropyrylium and benzotelluropyrylium salts. Recent interest in this area has mainly focused on the preparation of dyes containing telluropyrylium and dibenzotelluropyrylium units.

Schlüsselwörter

telluropyrylium salts - dibenzotelluropyrylium salts - dyes - dehydration - oxidation - nucleophilic addition - condensation - Suzuki coupling

• 1 Fernández-Lodeiro J, Pinatto-Botelho MF, Soares-Paulino AA, Gonçalves AC, Sousa BA, Princival C, Dos Santos AA. Dyes Pigm. 2014; 110: 28

• 2 Irgolic KJ. The Organic Chemistry of Tellurium. Gordon & Breach; New York, NY 1974

• 3 Renson M, In: The Chemistry of Organic Selenium and Tellurium Compounds Patai S, Rappoport Z. Wiley Chichester 1986; 1. 399

• 4 Doddi G, Ercolani G. Adv. Heterocycl. Chem. 1994; 60: 65

• 5 Sadekov ID, Minkin VI. Adv. Heterocycl. Chem. 1995; 63: 1

• 6 Detty MR, O’Regan MB, In: The Chemistry of Heterocyclic Compounds Taylor EC. Wiley New York 1994; 53. 31

• 7 Sashida H. Mini-Rev. Org. Chem. 2007; 4: 105

• 8 Nogueira CW, Zeni G, Rocha JBT. Chem. Rev. 2004; 104: 6255

• 9 Ebert SP, Wetzel B, Myette RL, Conseil G, Cole SPC, Sawada GA, Loo TW, Bartlett MC, Clarke DM, Detty MR. J. Med. Chem. 2012; 55: 4683

• 10 Getmanenko YA, Allen TG, Kim H, Hales JM, Sandhu B, Fonari MS, Suponitsky KYu, Zhang Y, Khrustalev VN, Matichak JD, Timofeeva TV, Barlow S, Chi S.-H, Perry JW, Marder SR. Adv. Funct. Mater. 2018; 28: 1 804 073

• 11 Calitree B, Donnelly DJ, Holt JJ, Gannon MK, Nygren CL, Sukumaran DK, Autschbach J, Detty MR. Organometallics 2007; 26: 6248

• 12 Gannon MK, Holt JJ, Bennett SM, Wetzel BR, Loo TW, Bartlett MC, Clarke DM, Sawada GA, Higgins JW, Tombline G, Raub TJ, Detty MR. J. Med. Chem. 2009; 52: 3328

• 13 Kryman MW, Schamerhorn GA, Yung K, Sathyamoorthy B, Sukumaran DK, Ohulchanskyy TY, Benedict JB, Detty MR. Organometallics 2013; 32: 4321

• 14 Kryman MW, Schamerhorn GA, Hill JE, Calitree BD, Davies KS, Linder MK, Ohulchanskyy TY, Detty MR. Organometallics 2014; 33: 2628

• 15 Kryman MW, McCormick TM, Detty MR. Organometallics 2016; 35: 1944

• 16 Calitree BD, Detty MR. Synlett 2010; 89

• 17 Lutkus LV, Irving HE, Davies KS, Hill JE, Lohman JE, Eskew MW, Detty MR, McCormick TM. Organometallics 2017; 36: 2588