Synthesis of porphyrins bearing 1-4 hydroxymethyl groups and other one-carbon oxygenic substituents in distinct patterns.
Porphyrins that bear one-carbon oxygenic substituents (hydroxymethyl, formyl, ester) directly attached to the macrocycle afford a compact architecture that is attractive for diverse applications. Routes to 9 porphyrins bearing such groups in distinct architectures (A(4)-, trans-A(2)-, trans-A(2)B(2)-, trans-AB- and trans-AB(2)C-porphyrins) have been explored (A = hydroxymethyl), including porphyrins bearing two one-carbon units in different oxidation states (hydroxymethyl/ester, formyl/ester). The hydroxymethyl group was introduced via TBDMS-protected dipyrromethane precursors.
Department of Chemistry, North Carolina State University, Raleigh, NC 27695-8204, USA.
Zhen
Z
Yao
Jayeeta
J
Bhaumik
Savithri
S
Dhanalekshmi
Marcin
M
Ptaszek
Phillip A
PA
Rodriguez
Jonathan S
JS
Lindsey