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. 2019 Apr 24;141(19):7965–7971. doi: 10.1021/jacs.9b02965

Scheme 1. Synthesis of c-P6[b5e]·T6 and c-P6[be5]·T6*.

Scheme 1

Reaction conditions: (i) Pd2(dba)3, AsPh3, 64%; (ii) TBAF, 94%; (iii) HC2-P1-CPDMS, Pd(PPh3)2Cl2, CuI, 1,4-benzoquinone, 50%; (iv) TBAF, 100%; (v) HC2-P1-CPDMS, Pd(PPh3)2Cl2, CuI, 1,4-benzoquinone, 68%; (vi) TBAF, 100%; (vii) T6, Pd(PPh3)2Cl2, CuI, 1,4-benzoquinone, 37%; (viii) CPDIPS-acetylene, Pd(PPh3)2Cl2, CuI, 95%; (ix) TBAF, 96%; (x) T6*, Pd(PPh3)2Cl2, CuI, 1,4-benzoquinone, 25%. Ar = 3,5-bis(trihexylsilyl)phenyl. TMS = SiMe3. CPDMS = SiMe2(CH2)3CN. CPDIPS = Si(i-Pr)2(CH2)3CN. The syntheses of the starting materials are detailed in the SI.