Novel meso-polyarylamine-BODIPY hybrids: synthesis and study of their optical properties.
A series of 14 meso-polyarylamine-BODIPY (borondipyrromethene) hybrids of the general structure A were synthesized. Two methods were used to prepare them. The first protocol involved a direct Liebeskind-Srogl cross-coupling of thiomethylbodipys 1-2 with arylaminoboronic acids (4 examples, 75-98%). The second method involves a two-step sequence: a Liebeskind-Srogl reaction to prepare 6 meso-bromoarylbodipys (58-83%) followed by a Suzuki coupling of these Br-containing BODIPYs with arylaminoboronic acids (10 examples, 44-84%). Seven of these derivatives displayed emission in the near-infrared region. The optical properties of compound 18 were rationalized in terms of its crystal structure.
Lager
Erik
E
Departamento de Química, Universidad de Guanajuato, Col. Noria Alta S/N, Guanajuato, Gto. 36050 Mexico.
Liu
Jianzhao
J
Aguilar-Aguilar
Angélica
A
Tang
Ben Zhong
BZ
Peña-Cabrera
Eduardo
E
D001896:Boron Compounds / Q000737:chemistry*; D015394:Molecular Structure; D055095:Optics and Photonics; D011073:Polyamines / Q000737:chemistry*; D013237:Stereoisomerism
C095489:4,4-difluoro-4-bora-3a,4a-diaza-s-indacene; D001896:Boron Compounds; D011073:Polyamines