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Far‐Red and Near‐Infrared Boron Schiff Bases (BOSCHIBAs) Dyes Bearing Anionic Boron Clusters
Author(s) -
CoronaLópez María M.,
MuñozFlores Blanca M.,
Chaari Mahdi,
Nuñez Rosario,
JiménezPérez Víctor M.
Publication year - 2021
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.202100144
Subject(s) - boron , chemistry , fluorescence , schiff base , cluster (spacecraft) , photochemistry , infrared , inorganic chemistry , polymer chemistry , organic chemistry , physics , quantum mechanics , computer science , optics , programming language
Here, we report a short series of six new boron Schiff bases (BOSCHIBAs), four of them bearing anionic boron clusters. The boron complexes ( 1 – 2 ) were synthesized by the multicomponent reaction. The Boron Schiff bases were appropriately functionalized with boron cluster anions [B 12 H 12 ] 2− ( 3 – 4 ) and [3,3’‐Co(C 2 B 9 H 11 ) 2 ] − ( 5 – 6 ). Remarkably, BOSCHIBAs bearing [B 12 H 12 ] 2− showed fluorescence emission to the NIR and far‐red regions ( 3 : 747 nm, 4 : 690 nm), while 5 and 6 exhibited emission in the UV region ( 5 : 525 and 6 : 475 nm). Notably, complexes 2 , 5 , and 6 showed the highest photostability, followed by the boron complexes 1 and 3 , which suggest that the nature of the boron cluster influences photostability properties. Compounds 3 – 4 represent the first example of boron Schiff bases bearing boron cluster anions [B 12 H 12 ] 2− exhibiting fluorescence emission in the NIR and far‐red regions, make them potential candidates as fluorescence probes for bioimaging.