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Four novel porphyrin dyes XW48–XW51 with a doubly strapped porphyrin framework and judicious optimization of the substituents of the phenothiazine donor have been synthesized and utilized as DSSC dyes. On the basis of XW40, bulky 2,6-bis(hexyloxy)phenyl groups were incorporated into the phenothiazine donor by replacing the hexyl, 4-hexyloxyphenyl and both of them, to afford XW48, XW49 and XW50, respectively. On the basis of XW50, XW51 was synthesized by using 2,4-bis(hexyloxy)phenyl in place of the 2,6-bis(hexyloxy)phenyl units. As a result, the Voc values were enhanced stepwisely from 730 mV (XW40) to ca. 750 mV (XW48/XW49) and then to 761 mV (XW50). Compared with XW50, XW51 contains a bulky donor with more evenly distributed alkoxyl chains, which tend to form a more compact self-assembled monolayer to impede the penetration of I3−. Hence, an extraordinarily high Voc of 781 …