A new method for the synthesis of carboxonium derivatives of the closo-decaborate anion [2,6-B10H8(O2CR)]–, where R = CH3, C2H5

Recent Achievements on Functionalization within closo‐Decahydrodecaborate [B10H10]2− Clusters

“…[2‐B 10 H 9 OC(OR)CH 3 ] − was also prepared in one step with high yield by reaction of [B 10 H 10 ] 2− anion with esters of acetic acid in presence of trifluoroacetic acid (Scheme 13). [50] Oxygen derivatives of decaborate are considered as crucial precursors for the proper integration of decaborate within medicine, for instance, Avdeeva et al . recently reported the synthesis of an RNA virus replication inhibitor based on the decahydro‐closo‐decaborate anion [51] .…”

“…Cooling to room temperature; it produces (PPh 4 )[2,6-B 10 H 8 O 2 CCH 3 ] with 35 % yield while the latter gave (PPh 4 )[B 10 H 8 O 2 CCH 2 CH 3h ] at 30 % yield. [50] The oxygenated derivatives of decaborate were used as precursors for producing polymers; treatment of isolated acyloxy and carboxonium derivatives of decaborate with an aqueous alcoholic solution of hydrazine yield the hydroxy derivatives [B 10 H 10-n -(OH) n ] 2À (n = 1,2). This later can undergo condensation reactions at 60 °C, using Et 3 N as a base and dichloroorganosilane Si(R 2 )Cl 2 as cross-linking agents.…”

“…Synthesis of carboxonium derivatives of closo‐decaborate anion was recently reported; (PPh 4 ) [B 10 H 11 ] and carboxylic acids was heated for 1 h at 120 °C under continuous stirring and inert atmosphere. Cooling to room temperature; it produces (PPh 4 )[2,6‐B 10 H 8 O 2 CCH 3 ] with 35 % yield while the latter gave (PPh 4 )[B 10 H 8 O 2 CCH 2 CH 3h ] at 30 % yield [50] . The oxygenated derivatives of decaborate were used as precursors for producing polymers; treatment of isolated acyloxy and carboxonium derivatives of decaborate with an aqueous alcoholic solution of hydrazine yield the hydroxy derivatives [B 10 H 10‐n (OH) n ] 2− (n=1,2).…”

“…[2-B 10 H 9 OC(OR)CH 3 ] À was also prepared in one step with high yield by reaction of [B 10 H 10 ] 2À anion with esters of acetic acid in presence of trifluoroacetic acid (Scheme 13). [50] Oxygen derivatives of decaborate are considered as crucial precursors for the proper integration of decaborate within medicine, for instance, Avdeeva et al recently reported the synthesis of an RNA virus replication inhibitor based on the decahydro-closo-decaborate anion. [51] The authors conceptualized the use of the decaborate anion as an inorganic membranotropic carrier instead of organic adamantane and effectuated the synthesis starting from the protonation of [B 10 Another indirect approach has been established via an oxygen linker.…”

Synthesis of Disubstituted Carboxonium Derivatives of Closo-Decaborate Anion [2,6-B10H8O2CC6H5]−: Theoretical and Experimental Study

“…This anion is a member of a class of borylated heterocycles [ 57 ]. Previously, derivatives [2,6-B 10 H 8 O 2 CR] − R = CH 3 , C 2 H 5 were obtained by the interaction between [B 10 H 11 ] − and acetic acid CH 3 COOH [ 58 , 59 ]. In this work, based on the same approach, the range of disubstituted carboxonium derivatives was extended and [2,6-B 10 H 8 O 2 CC 6 H 5 ] − was obtained.…”