Synthesis of porphyrins bearing 1-4 hydroxymethyl groups and other one-carbon oxygenic substituents in distinct patterns

TETRAHEDRON

卷:63

Article

Yao, Zhen ; Bhaumik, Jayeeta ; Dhanalekshmi, Savithri ; Ptaszek, Marcin ; Rodriguez, Phillip A. ; Lindsey, Jonathan S.

关键词: porphyrin;    dipyrromethane;    hydroxymethyl;    formyl;   

DOI  :  10.1016/j.tet.2007.07.108

来源: Elsevier

【 摘 要 】

Porphyrins that bear one-carbon oxygenic substituents (hydroxymethyl, formyl, ester) directly attached to the macrocycle afford a compact architecture of utility 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. (C) 2007 Elsevier Ltd. All rights reserved.

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