Anitha Boddeda, Mohammad Mosharraf Hossain, M Saeed Mirzaei, Sergey V Lindeman, Saber Mirzaei, Rajendra Rathore
Herein, we report the synthesis of two new series of angular (all-syn) ladder-type meta -[n]phenylenes (LMP, n = 3-8). One series contains keto groups at the termini bridges, denoted angular keto (AKn), the second contains alkyl groups at all bridge sp3 carbons, denoted angular alkyl (AAn). Their electronic and structural properties were delineated by a combination of electrochemistry and spectroscopic (UV-Vis and emission) methods and further supported by DFT calculations. Interestingly, experimental and DFT data show that changing the bridging group at the termini from alkyl (AAn) to keto (AKn) gives an increase in the first reduction potentials and LUMO energies, as the π-system is extended...
October 21, 2020: Organic Chemistry Frontiers: An International Journal of Organic Chemistry